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47 - The Moment CEOs Realize Their Company Is Too Complicated
Episode 4724th March 2026 • The Breakout CEO • Jeff Holman
00:00:00 00:48:46

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Most founders start with a simple idea. Then growth happens — and suddenly the company becomes ten different things at once.

In this episode, PodMatch founder Alex Sanfilippo shares the moment he realized his business had become confusing to the market. After launching multiple offerings and expanding quickly, he discovered that customers no longer understood what the company actually did.

For CEOs scaling a company, this conversation explores the difficult leadership decision to choose focus over opportunity — and why simplifying the business can be harder than building it.

Alex Sanfilippo founded PodMatch to solve a specific problem in the podcasting industry: connecting podcast hosts and guests efficiently. But like many founders in the early growth stage, he began expanding into new products, courses, and services.

Over time, the business accumulated multiple brands, offerings, and initiatives. At a podcasting conference, a simple audience question exposed the problem: people didn’t understand what he actually did.

That moment forced a strategic reset.

In this conversation, Alex walks through the realization that his company had become too complex, the discipline required to say no to good opportunities, and how narrowing the company’s focus ultimately strengthened the business.

He also discusses the emotional side of building a company — including the pressure of being a “frontline founder,” the importance of founder communities, and the role of a single operating metric in guiding business decisions.

Key Takeaways

1. Confusion in the market is often a signal of strategic drift

When customers can’t clearly describe what your company does, the business may have expanded beyond its core value proposition.

2. Early founder enthusiasm often creates complexity

Many founders say yes to every opportunity during early growth, which can slowly turn a focused company into a scattered one.

3. Saying no is one of the hardest CEO decisions

Maintaining focus requires the discipline to reject good ideas that do not reinforce the company’s core offering.

4. Founder isolation can distort decision-making

Seeking feedback from other founders helped Alex reframe difficult challenges and regain perspective during plateau moments.

5. Every business needs a single operational metric

At PodMatch, the key signal of company health became the number of interviews successfully completed on the platform.

00:00 Intro Hook – Being Known for Something

00:14 Podcast Introduction

01:00 Alex’s Personal Brand & Minimalist Setup

04:55 Early Career & Discovering Podcasting

10:02 The Idea Behind PodMatch

15:05 Building a Platform for Podcasters

20:05 The Importance of Relationships in Business

25:10 From Founder to CEO Mindset

30:00 Lessons From Growing a Startup

35:05 Community Building in Podcasting

40:00 Personal Growth & Leadership Insights

45:05 Final Advice for Entrepreneurs

48:42 Outro

Guest Information:

Alex Sanfilippo

Founder & CEO — PodMatch

Website: https://podmatch.com

LinkedIn: https://www.linkedin.com/in/alexsanfilippo/

Transcripts

Speaker:

We should be known for something by now.

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I think I had 11 different things.

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I was like kind of becoming known for it.

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I think it's probably time to hire a CEO

because I'm no CEO.

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I'm a founder,

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and it takes a lot of self-discipline

to be willing to say no to those things.

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Welcome back, everybody, to the breakout

CEO podcast.

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I'm your host, Jeff Holeman,

and I'm here with Alex Sanfilippo.

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Alex, it's

so good to have you on the show.

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Jeff, I'm really excited to be here.

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Thank you so much for having me, man.

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Yeah, of course.

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And I have to say,

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you have one of the easy

I don't know if it's the easiest.

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It seems easy.

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The background that you've got

just makes it very consistent.

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Very easy.

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To identify you not, you know, face,

of course, works, but, like,

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you just got this kind of iconic

look to you. What's.

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How'd you come up with that, man? So,

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it wasn't it wasn't fully intentional.

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First off, I'm a really simple individual,

so, like, what you see is what you get.

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Like, I just have a background

with some LEDs hitting it.

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It's just my my wall and also my walls.

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My house are empty. I'm.

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I'm borderline minimalist and I'm thankful

my wife is actually okay with that.

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So like,

this is just kind of my personality.

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It fits really well.

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However, I will everyone

see something different here?

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When I look at my background behind me,

I see purple because that's

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like one of our brand colors.

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When I look at the computer, I see blue.

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What color do you see right now?

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It's, in between.

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I think I would call it I would call it,

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a little bit warmer blue.

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Okay.

Which I guess makes it kind of purple.

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It's it's a it's, it's not a light blue.

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It's more of a warmer blue.

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Okay. I can say it that way.

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So I ask, when it debut

debuted on a zoom call, that guy was over

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90 people on the zoom call,

and people were like, whoa, look at Alex.

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Someone said this on the screen.

They said, well, look.

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And also the new cool blue background

and someone else

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goes, it's

not a blue background, it's purple.

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And then this whole like argument started

and I was like,

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I guess this is my life

now. Like, I'm not going to change it.

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So was the the gold dress or the

what were what was that thing?

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That was it was ahead of you right there.

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The whole dress thing, it's similar to

it felt like that.

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And so I'm kind of stuck with it

now. But it's okay.

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This is again,

it fits my personality really well.

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And I've been I've enjoyed having

a really simple, just podcasting work.

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Well, I wasn't going to ask this,

but this leads me into the next question.

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Pretty, pretty well

because now I'm curious.

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Do you you're a you're a simple guy.

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You're, you know, clean, clean cut,

clean wall, all that stuff

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is that is that

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like, representative

of how you run your business?

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I like to think so.

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Sometimes I actually do.

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I will admit, initially,

I overcomplicate things

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like the first iteration of anything

new I'm trying to do.

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I definitely, like,

overcomplicate it in my mind.

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And my other two co-founders

ones, my wife,

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the other one's a longtime friend of mine.

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But, the three of us, I tell them like,

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hey, just so you'll know,

like the first version of something

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I'm pitching to y'all

is going to be overly complicated.

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But in general,

I always do my best to tell them,

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hey, just know I'm going to get it

more simple. Encourage me to do that.

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And we do our best just to literally

just keep everything simple.

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And so for

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I think that the way that I live

my personal life is reflected

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in the business and vice versa.

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So I try to keep the complexity out of it.

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And I've gone a little bit extreme,

I will admit.

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Like,

the color I'm wearing is kind of like a,

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I don't know, like an off

gray type color, like a very light gray.

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This is the same color to me.

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Shirt I own is I think I have 15 of them.

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They all have different logos on them, but

they're all I think there's 15 of them.

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I had made and I.

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So I'm very simple.

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It's funny, like if you go into my closet,

be like, this is all you own.

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It's like, yeah, this just just kind of

kind of keep it simple.

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And same with business.

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Like I don't have a whole lot of things

that I do like.

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I run my business

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and I don't have like all the little side

hustles

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and all the little add ons

and stuff like that, and just

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I enjoy life that way and I enjoy business

that way.

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I can wrap my head around it really well.

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So it's kind of been the flow

I've maintained all the way through.

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Well, I think I articulated something

that a lot of business owners

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go through, right?

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Because you launch the business, you're

like, I could do this, I could do this.

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In fact, many business owners

don't have the restraint you do.

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And they in fact, try to add on all those

other things on top of their business.

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Right.

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And, and that becomes, kind of a mess

in a lot of different ways.

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Some of them I've seen and some of them

I tried to help clean up before, but,

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but that becomes a mess a different way.

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It takes a lot of work, though,

to simplify a business to the point

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where it's easy.

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Right.

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And I look at that from a

from my background in law.

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And I've had clients say, wait a second,

this is all you did.

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You charge me how much?

And this is what you did.

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And I say, you don't know the path

it took to get this simple.

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What was it?

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Was it Mark Twain?

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What was his saying?

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You know, if you if you want me to,

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Gosh, I can't remember something

about writing a long letter.

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If you want to write a short letter,

give me ten hours or something.

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Like I think it was.

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If you want me to talk for for four hours,

I can prep it in five minutes.

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If you only talk for five minutes,

I need four hours to prep. So.

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Yeah, something along those. Yeah.

And the idea is like it's.

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Yeah, it's.

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I like what Leonardo da Vinci says.

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And it's this, that, simplicity

is the ultimate form of sophistication.

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And I have seen that through

and through my business, in my life.

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But I don't want to sound like

I've always gotten it right.

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There was a time, Jeff,

where I was actually,

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I was at a podcasting conference.

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Because, again, that's all I do, right?

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I was there and somebody

it was like kind of a Q&A thing

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and someone's like, hey, Alex,

I have just one question.

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Like, I don't know what you do.

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You seem to do so much.

I'm really confused.

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I watch more than half the room nod

when she said that, and I was like, oh no.

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Like, even though everything I was doing

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was in podcasting,

I had I think I had 11 different things.

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I was like kind of becoming known

for like courses.

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This everything on its own

name, its own brand had books

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and kind of like all these different

things that, again, had their own name.

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And that's when I realized it

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like, oh, I've, I've gone

from wanting to do something really simple

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to now

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overcomplicating it, muddying the water

because I just started adding

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so many things.

Now I still do. Most of things.

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Some of them

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I cut out completely, but I just now

do them all under my company pod match.

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We do all under that umbrella,

all inside of it.

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So there's no confusion.

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It's all just part of the service

that we offer.

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So I don't want to try to make it sound

like I've always gotten this right.

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Like I've had to learn this.

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And as I've learned it in business,

as I've learned my personal life,

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I let one influence the other

along the way.

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Yeah, that makes sense.

How long ago was that?

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When when they asked that question of you,

that was:

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and my goal was within one year

to fix that.

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I'm almost there.

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So it's still been it's

been multiple years now, many years.

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But, I'm still working toward

simplifying all the time.

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And I'm getting real close

to where I feel like I'm kind of like

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the golden standard of it, but I'm.

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I'm a work in progress, like all of us.

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Well, and when when did you start Pod

Match relative to that one match launched?

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June 15th, 2020 was our first day.

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Okay, so it'd been it'd been there.

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You've been running your business

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for a couple of years, and someone said to

you, wait, what is it you do?

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Yeah.

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Like, right. You're like,

I have a business.

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Of course I have other businesses too,

but I.

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I have this business, and, like,

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that kind of hits you and you're like,

wait a second, right?

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Yeah.

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It's the interesting thing is it's

not like I set out to, to confuse or to.

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Right.

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And I wasn't trying to like,

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become

famous is just when someone talks to you,

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they're like, oh, Alex, you should do

this. You're really good at it.

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And then you're like, oh, wait,

I am good at that. I'll do that. Right?

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And just started responding to everything

and especially when you first start

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a business, you need to talk to the people

that you're serving,

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but you also have to have some

some discernment, some wisdom

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to understand,

like what to actually act upon.

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And I basically listened

to every bit of feedback

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and just implemented

everything that I possibly could.

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I was doing this pod match thing full time

within six months of starting it.

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And so for me, I was like,

I've got some capacity,

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I've got some time with the company small.

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And so I just started becoming all things

to all people.

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As long as it was, it was in podcasting.

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But now I've realized, like,

I don't want to be that.

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I want to be this, this one person

that does this one thing

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for people in podcasting, I know people

who do the rest, but it's not me anymore.

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And but at first

I fell in that temptation of

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just being like,

yeah, I'll do that for you.

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Yeah, I'll do that too.

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And it takes a lot of

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it takes a lot of self-discipline

to be willing to say no to those things.

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Well, a lot of early stage founders

or early founders, you don't know

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if you've nailed your business model yet.

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So there is this exploration of what feels

like tangential services or products.

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And maybe we should add this

and we'll then we'll maybe that's where

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we'll actually build our, our businesses

around the, the next product or

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so there's that feature creep.

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There's the exploration.

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There's,

you know, kind of perpetual pivot mode.

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I don't, you know, any of those.

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But you had you had co-founders,

when you started this, right?

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Yeah, I still do. Yep.

The same three of us. Yep.

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How did your co-founders feel like?

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Would they have said the same thing, like.

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Well, Alex, we've been meaning to tell

you, you're a little you're a little,

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you know, scattered in this,

or was it just a function of the business?

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That's how it was operating and growing.

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Yeah.

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It was like, as you mentioned,

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early stage, like you don't really know

what's going to stick.

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We were very much

so in that boat between the three of us.

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And so I knew a lot about podcasting.

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We started

my wife knew a lot about operations,

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but not a lot about podcasting.

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And my other co-founder,

who's the technical guy,

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builds out the software

and stuff like that.

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He knows literally

nothing about podcasting to now he does.

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But he didn't. He didn't at that point.

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And so they were I was like, hey,

we just got to see what we can make work.

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And the thing is, the company was

it was growing and it did it.

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It actually helped for a time

until we hit the point where, like,

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we kind of found our product market

fit, right?

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We we found that lane

that we should be in.

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But I was all over the place.

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And so at that point, it was first

an internal commitment to them saying,

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hey y'all, I'm going to I'm going to

streamline what I do here to narrow it in.

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I'm going to stop a bunch of things

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and we're gonna look at what's profitable,

what's bringing in business,

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what's actually serving people

at the highest level.

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If it's not doing those things, I'm going

to start cutting it in and removing it.

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And so it's one of those things

where they didn't bring it up.

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I actually brought up to them first

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after hearing someone say,

I'm confused about what you do.

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That was really like the thing

that tipped me over the edge to be like,

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oh, it's time to it's time to hone in

because we should be known

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for something by now,

not just being a guy.

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You can handle anything

in the podcasting space.

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Yeah, that's that's really interesting.

I think.

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I think it's a familiar trajectory.

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Let's pause there though,

because I don't know.

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We've told people at pod matches,

I'm actually, a user of Pod match.

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I've been on it

for, I think, over a year now.

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I don't know,

I just started my podcasting journey

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as a guest and I'm like,

I got to be on a podcast

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and I did a bunch of that, and I'm like,

where's the

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how do you find host to host you?

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Oh, there's

this awesome platform called Pod Match.

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Some guy named Alex has created it

and it's and it's what I started

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using to find hosts that wanted guests

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that, you know, we're

speaking about the topic they speak about.

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And then

and then I was I, I actually signed up for

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I think you have a combined plan

host and guest and I signed up for both.

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I'll let you explain

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what it is in a minute,

but I signed up for both because I thought

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I might start my own podcast later.

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We'll see what happens.

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And in fact, you know, I did so.

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But tell the audience what pod matches

and, you know, kind of the basics

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of what it does for the community,

because I think it really is.

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I have to sorry, I have to add this.

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I think it really is not just a platform.

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I think what you're building is, is

as much a community as it is a platform.

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Yeah. Thank you for that, Jeff.

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I really appreciate it.

Thanks for being part of Pod Match.

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For everyone who's like, okay,

what is this pod match thing?

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The website is Pod Match.com,

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and it's a service that connects podcast

guests and hosts for interviews.

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We use an algorithms

I the stuff that we've actually built

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to basically connect

the right people together.

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So like Jeff and I matched,

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I should say the breakout CEO

and Alex Sanfilippo matched on pod match,

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given my expertise and what Jeff

says, hey, this is what the breakout

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CEO is looking for, right?

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So we're able to make that connection

in the system.

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The whole idea is to streamline

that process and for lack of better term.

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Listen, I've been married too

long to be on a dating app,

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but for lack of better term,

it works very similar to a dating app.

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But instead of can you for data connection

for podcast interviews

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and on the platform

you can message back and forth.

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You can schedule.

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You never have to exchange an email

if you don't want to.

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You can handle it

all literally right there.

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And that was the idea.

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Let's let's remove

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the friction involved

and bring the right people together

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and help them to get to the actual

recording studio,

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whether it be in person

or virtual, faster,

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so that ultimately listeners

could be served at a

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at a higher level

without all the again, all the friction

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that's involved behind the scenes

that most people don't see.

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And so that's, that's the big problem

that we serve in the podcasting industry.

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And that's been my sole focus

for for years now.

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And I've gotten better and better

making that my only focus.

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But thanks for your opportunity

to talk about that, Jeff I appreciate it.

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Yeah. Well, it's a it's a fantastic tool.

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Those of people who are listening to this

thinking, I'd like to be a guest.

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Go check out Pod Match,

create an account and sign up.

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It's it's easy

and it's a great it's a great platform.

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It really is I, I don't just say that

because you're sitting here,

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you know, with me on my show,

like it's a great platform.

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I've been using it long before

I got to know you, although I was

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I very glad to get to know you through the

platform and LinkedIn and other places.

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So yeah, thank you for that.

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Matt means a ton I appreciate you.

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Yeah, yeah, I know of no worries.

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I wanted to touch on if you

if you don't mind.

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A few weeks ago

it was either on Facebook or on LinkedIn.

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I noticed that you said something.

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You were kind of pulling out the the

what do we call it?

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Vulnerability. Right? That's

what this we call it these days.

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And you said, man,

I don't know what's going on.

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I'm going to paraphrase.

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I'm going to get it wrong.

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Ask my wife if I know how to paraphrase

correctly, and she'll tell you I don't.

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So but I'm going to do

my version of paraphrasing.

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And and that was something like, man,

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I'm building this platform, but some days

I just, I can't please everybody.

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I got people that are complaining

and people that are, you know,

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not happy or, you know,

I don't know if it was

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because you removed a feature

or you turn on a feature or just somebody

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wasn't

doing exactly what they expected it to do.

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And you're like, you know, we're trying

and we're we're going at it.

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You remember that post?

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I do, yeah.

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Those are those are hard to forget.

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Yeah.

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Great job paraphrasing it.

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Me and your wife can can talk about this.

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You can tell me what I missed.

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Yeah.

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Yeah, I, you know,

I think vulnerability is really important.

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As a matter of fact, you had

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a, you had a recent episode of your show

that listened to the breakout CEO.

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You had, Zach Barney on it.

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I remember the data was aired on February

th,:

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And a really good episode.

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By the way,

I encourage you to listen to it.

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Something that that Zach said was

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that you just need to admit

when you're struggling,

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like you're having a struggle

or something, you're going to like, be

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be open about it.

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And this was me being that like,

I just decided, like,

349

:

hey, I'm going to use my social media

platforms for work.

350

:

Like I really only use them for work.

351

:

But I'm also going to be really honest

about that stuff on there.

352

:

And when I posted this,

it was actually like this.

353

:

It's this weird week

that happens every year.

354

:

It's, near the end of January,

355

:

and it's when people who at the beginning

of the year were really excited to

356

:

to start a new goal or resolution,

whatever you want to call it.

357

:

And this is, this is the time now where

they've decided they admitting failure.

358

:

They feel like they decided

they're going to quit.

359

:

And there's this

they quit the gym the week before.

360

:

And right now they're quitting podcasting.

361

:

Yeah.

362

:

And so what happens is, because we're

very community driven within Pi Match.

363

:

And thank you for saying that earlier,

by the way.

364

:

Like really a community is

is is key to what we're doing these days.

365

:

And so like for me I'm available.

366

:

Like I check the email

my wife checks email Jesse,

367

:

our other co-founder,

like we're the ones in the email.

368

:

We don't use any AI tools or like chat

bots and like that, like it's actually us.

369

:

And every year, that time of year,

370

:

the system

does automatically send some notification.

371

:

So it might be like, hey Jeff, notice

372

:

you haven't logged in a couple in a week

or something like that.

373

:

Or how's it going so far?

374

:

And because that's open for people

to respond, we're the first person

375

:

typically to tell this, to

remind this person that, hey, you failed.

376

:

Why right now we don't say that,

but that's how they articulate.

377

:

So they respond very like very rude,

very like

378

:

I mean, I think maybe they just don't

realize a human's going to see it

379

:

because some other people say I'm like,

wow, like, would you,

380

:

would you say that in person? Like,

that is awful. Like, yeah.

381

:

How could you say, right.

382

:

So people are like, oh, I failed

because you all are terrible, right?

383

:

It's like, okay,

well that can't really be the reason.

384

:

But the people use way

worse words in that.

385

:

So I was really just

386

:

I posted that just have a place of like,

man, I'm, I'm worn out.

387

:

It was like a Monday morning.

388

:

And that's always like the worst of it

happens Monday morning.

389

:

And so it was just like a bunch of emails

in a row

390

:

where I'm like, man,

does anyone even like pod match?

391

:

You know, like

392

:

and I go, look, I'm like, oh,

there's like a hundred thousand

393

:

people using it,

and there's ten here that are angry.

394

:

Like, it's like, okay, I think we're okay.

395

:

But I think,

I think that it takes a big commitment

396

:

to be that what I call the front line

founder, being the person

397

:

at the front of the pack,

being willing to take on some of that,

398

:

that pressure right, of like,

hey, you're going to call my baby ugly.

399

:

Go ahead. I'm ready.

400

:

Like I'm bracing myself.

And I was having one of those weeks.

401

:

Where is I mean, this is I need to like,

remind myself and remind others.

402

:

Like, this is actually hard work.

403

:

Like, I like to make it look like it's

all fun and games because usually it is.

404

:

But sometimes, like, man, you got to put

on your big boy pants and just go for it.

405

:

And that was one of those weeks for sure.

406

:

I love that.

407

:

I love that phrase. Frontline founder.

408

:

I don't think I've heard it before.

409

:

Or if I have, I didn't remember it.

410

:

But, that really is true.

411

:

I mean, it's that you're you're

I think you're referring a little bit

412

:

to battleground scenarios and you're like,

you're or at least the chaos

413

:

that would be represented

of being out on the battlefield, right?

414

:

Like you're in the middle of it

trying to trying to advance when the,

415

:

you know, what's in front of you

might be, might be unknown

416

:

at best and hostile,

you know, in some in some situations.

417

:

So there's there's something to be said

about that front line founder,

418

:

phrasing and mentality.

419

:

Have you use that often?

420

:

I had never heard it before.

421

:

And the first time I ever said

it was for that post

422

:

because I was having trouble, like

articulating like, well, what am I like?

423

:

Why? Why is this different for me then?

424

:

So and I'm not talking about

about other companies

425

:

in the space and listeners

all kinds of ways to build your business.

426

:

But most of the businesses in podcasting,

427

:

there's there's no way you would ever have

a conversation with a founder

428

:

or anyone above,

like just a regular support individual

429

:

who literally has no connection to, like,

the actual heartbeat of the business.

430

:

Right?

431

:

So for them, they're like, I'll just block

you, you know, like you don't.

432

:

You can trust me.

433

:

I'll just block it.

434

:

I don't care, you know,

like I don't get paid enough for this.

435

:

And so like and so I was like,

what is this?

436

:

I'm like, oh, basically

like I'm running this,

437

:

but I'm actually like, I'm

at the front line.

438

:

I'm the first person they get shot at, you

know, like it kind of comes right at me.

439

:

And so I never heard it before either.

440

:

I don't know if it was the right term

and maybe it has some different

441

:

meaning behind it

I'm not aware of, but, to me,

442

:

it's it's how I felt at the very least

and still to this day

443

:

feel it's

actually how I want to run my business.

444

:

Like, yes, I had a tough week.

445

:

I made it very clear in that post

I'm not changing anything.

446

:

I'm just saying this

in case you're doing it this way as well.

447

:

And so I want that to be known.

448

:

Like if you're going to build a community

around a business

449

:

as a founder,

I think have to be really heavily

450

:

involved with that,

maybe not the exact front line like I am.

451

:

I'm not saying

452

:

I think maybe

what I'm doing is a little extreme,

453

:

but you've got to in some way, shape

and form be involved in it

454

:

because the community is going to follow

what's happening from the top down.

455

:

Yeah.

456

:

And when before the show, we were talking

a little bit about, fear people.

457

:

If you've if the audience hears our,

our little icebreaker question

458

:

conversation before this, they'll,

they'll hear what you said about that.

459

:

But I think for those who haven't heard

it, it's you mentioned that having courage

460

:

is the ability to step into the unknown,

even though your mind is telling you,

461

:

oh, wait, wait, I don't know what this

I don't know what this is.

462

:

And no, it's going

you know what's going to happen.

463

:

And so it sounds to me

like you've got a really good handle

464

:

on approaching,

you know, those tough moments,

465

:

knowing that they're going to be there

even though.

466

:

And that they'll pass too, I think.

467

:

But knowing they're going to be there,

even though you don't know

468

:

exactly when they're going to pop up

or how they're going to show up.

469

:

Absolutely.

470

:

I think for me, that all ties

471

:

back to my personal core values,

which informed the company's core values.

472

:

When I say mine,

like my personal core values

473

:

with the companies are between me,

Alicia and Jesse, the three co-founders.

474

:

But like one of our big ones

that we have on the website,

475

:

we list series like human to human,

like we're always gonna do business.

476

:

It's human to human.

477

:

And for me personally, like,

it kind of ties to my personal core value

478

:

of what I just say loving first.

479

:

And so I always remind myself, like, hey,

I love people for who they are,

480

:

not for what they do.

481

:

And our job as a company

is to love people who are hurting.

482

:

And so I remind myself of that.

483

:

And like,

I know that I'm using the word love.

484

:

And people are like,

aren't you like in podcasting?

485

:

Like, yes, within the day

we're in the human connection business.

486

:

Like that's what we do, right?

487

:

And so like there's got to be

some sense of love and passion involved.

488

:

They can't just be all transaction

in dollars.

489

:

If it is, you're never gonna build

a community around at the very least,

490

:

and it's never gonna have a true

heartbeat.

491

:

It's so many people these days look for

when they want to work with a company.

492

:

And so that's again, this is the cost

of designing what we have.

493

:

Right.

494

:

Like so as you were like, man,

you all like your company does

495

:

so well, like, how can I build a company

that's successful?

496

:

I'm like, you got to want to and it's not.

497

:

Sometimes I feel like we don't get paid

enough, you know, like, and that's okay.

498

:

But, that's just the approach

we decided to take with this thing, and.

499

:

And I'll be real,

95% of the time, it's a blessing.

500

:

It's a blast. Be part of.

501

:

And I'm really just grateful to be here.

502

:

Yeah, I love it.

503

:

Have you read An Unreasonable Hospitality

by chance?

504

:

Man, that's my funny you said

that is my next book that's queued up.

505

:

Somebody just told me about this

506

:

after that post and so I have not read it,

but it's my next move queued up.

507

:

So hearing it from

you makes me really excited. Open it up.

508

:

Yeah, I just read it.

509

:

I and I shared it with my with my team

here at the law firm.

510

:

I mean, who's in a law firm?

511

:

You're not like a about hospitality.

You're not.

512

:

Hospitality is.

513

:

But we all are.

514

:

We're and

and what you're saying remind me of that.

515

:

We're all in the.

516

:

It's like human to human experience.

517

:

What's the emotional response

that you create for other people?

518

:

And how do you do that in a way?

519

:

Not that every single interaction

has to be that way.

520

:

But if you have a slice, even a sliver of

of what you do with your community,

521

:

with your people, with your team,

and you make it

522

:

unreasonably great,

you know, is the concept.

523

:

And and you create

these phenomenal experiences,

524

:

you know, it's you're going to stand out.

525

:

And in the case of of the author of that

book, you know, will get all right.

526

:

You're you're going to you're

going to develop a three, what is it, a,

527

:

three star Michelin restaurant

528

:

and top of the list

in, you know, world class restaurants.

529

:

So I, I'm sure you'll find lots

of applications for that.

530

:

And you'll be great at,

implementing it in a, in a cool way.

531

:

Yeah. I'm excited about that, man.

That's cool.

532

:

Yeah. Well, I'd like to.

533

:

I'd like to ask you

because I haven't seen, you know,

534

:

I've watched for the last years, I've been

a, you know, a member of your community.

535

:

I've watched what's going on.

536

:

I see things happening and changing,

and you're developing things and,

537

:

and you've got a lot going on

for the community.

538

:

But I'd love to know for my audience

who is, you know, they're like you.

539

:

They're building a business.

540

:

Everybody sees the outside world, and they

get to see when things are going right.

541

:

Every once in a while,

they get a glimpse into the inside world.

542

:

But a lot of people building businesses

think

543

:

I'm just the only one going through this.

544

:

I've got nobody to turn to.

545

:

You know, I could be I could be vulnerable

a little bit, maybe out on LinkedIn

546

:

or whatever, but but really,

when something really goes wrong,

547

:

who do I tell?

548

:

I don't want to tell my investors

549

:

because they're going to be like,

you're incompetent.

550

:

I don't want to tell my employees

551

:

because they're going to be like,

why am I working for you?

552

:

I don't want to tell my,

you know, there's so many people you

553

:

you can think of a whole list of people

you don't want to tell.

554

:

And so they end up just kind of

sitting on it and not, do we want to dwell

555

:

on negative things by, by any means, but

what is there a moment in your business

556

:

where you kind of hit those plateaus

or those obstacles?

557

:

And you said, I kind of figure out,

you know, not just how to deal with the

558

:

the implications of what's going on,

but how do I change my perspective or,

559

:

or where do I go to get a little bit

different insight and really break

560

:

through this moment and find growth

out of what otherwise feels like?

561

:

You know, maybe a plateau or

562

:

maybe more, you know,

maybe a bigger obstacle than that.

563

:

Just a quick note about our guest.

564

:

I host the breakout CEO podcast

to share behind

565

:

the scenes insights

from scaling businesses.

566

:

As an attorney,

I see the real challenges leaders

567

:

face long before success becomes public.

568

:

But client stories

have to stay confidential,

569

:

so we invite guest CEOs to share

their own moments of struggle and success.

570

:

I'm so grateful to our guest and my team

571

:

at Intellectual Strategies

for making this show possible.

572

:

Now let's get back to the show.

573

:

For me, community is is everything I know.

574

:

I've already said that a few times,

but like community

575

:

for yourself as a founder, as a CEO,

like it really matters.

576

:

And I've definitely hit this moment.

577

:

Can remember, I think it was about three

years into the business and I was like,

578

:

I feel like I was stuck, like,

okay, like we've grown and we kind of

579

:

we did plateau as a business. I was like,

I don't really.

580

:

I'm now beyond my ability to be a founder.

581

:

And it was interesting cause I was like,

I think it's probably time to hire a CEO

582

:

because, like,

I'm not a CEO, I'm a founder,

583

:

and there's a

there's a big difference, right?

584

:

Like there's and then I just want to give,

you know, you plateaued at that.

585

:

Like, what are you seeing.

586

:

The numbers

just kind of stall at that point.

587

:

Or was it is that what it was?

588

:

It was it was a few things.

589

:

One, numbers plateaued.

590

:

And so like not just like the, the,

591

:

the revenue the company was making,

but also like from the people

592

:

using the platform,

like everything was kind of

593

:

it wasn't shrinking,

but it was just kind of staying flat.

594

:

And but we knew that we had not reached

like market

595

:

maturity by any means, like we knew

there was plenty of room to grow.

596

:

And then when we were looking

at the development pipeline

597

:

and we were looking at

how we were actually maintaining

598

:

all the operations of the business, like,

look at all those things.

599

:

I'm like, okay, we're kind of flatlined

from a business perspective.

600

:

We're not sure what to work on.

601

:

And from operation standpoint,

we've kind of maximized,

602

:

like we've maxed out

all the tools we have.

603

:

And it was like that moment I was like,

well, something has to change, right?

604

:

Like and for me, like,

605

:

I didn't mean to step in is like the

the acting CEO or anything like that.

606

:

We just kind of

607

:

none of us have an ego in this business.

608

:

So me, Alicia and Jessie,

like none of us have,

609

:

there's never any people like, well,

I want to be the CEO

610

:

when it comes out point.

Like we just never had that.

611

:

I just kind of stepped into that

without really mean to.

612

:

And it was that moment, right.

613

:

You don't have a CEO before that.

614

:

Was it just literally just co-founders.

615

:

And we'll just we'll

we'll just build this together.

616

:

Everybody pitch in where

whatever hat needs to be worn that day.

617

:

And for three years you operated

just co-founders and.

618

:

Yeah.

619

:

Oh yeah.

620

:

Okay. That's and and yeah.

621

:

So and we're bootstrapped.

So it was the three of us that started.

622

:

We legally got buttoned up.

623

:

Jeff, I think I should say that here

in front of your presence

624

:

that the day we started it

was. I won't even forget it.

625

:

It was, March 10th, 2020, and,

I called up,

626

:

my, I had, like, a side hustle business

I had a lawyer for anyway.

627

:

And so, like, I call that person,

I'm like, hey, I'm changing everything.

628

:

Need some documentation

for the three of us to sign.

629

:

We signed.

We made all legal, so we're good.

630

:

Awesome. Oh, yeah.

631

:

We just decided, like, hey,

632

:

we're going to put $5,000 in this account

and hit the ground running.

633

:

And, and when we run out of that money,

we'll figure out what to do with it.

634

:

And thankfully, that money never ran out.

635

:

And I'm super grateful for that.

636

:

But like, back to that present day

637

:

I was sharing about, like,

we kind of hit that point.

638

:

And at that point I was like,

I think that I think we need to talk

639

:

to some other people.

640

:

Like, let's just start with that. Like,

who should we talk to?

641

:

And so for me, I started actively

seeking my own community.

642

:

So like, not the pod match me, but my own

community among some other founders.

643

:

And there's like plenty of masterminds

out there to help with this stuff.

644

:

There's also like localized

645

:

different groups and stuff like that

in most major cities at this point.

646

:

But for me, I was like, well, who's

647

:

who's someone who runs a business

the way I want to.

648

:

And so I just started seeking

those individuals out and that happened

649

:

to meet somebody in Jackson, Florida,

who is, he been doing it,

650

:

I think like 15 years longer than me

and a very successful brand.

651

:

He ran it

the way I liked it, like to be running.

652

:

I just tried to seek out,

to be a friend to this guy.

653

:

So I did my best to help him any chance

I got

654

:

and eventually built out a friendship.

655

:

And he introduced me to many other people

that are much further along than me.

656

:

But I started

just getting around other people

657

:

and talking

and sharing very transparently.

658

:

These individuals just like,

659

:

hey, here's where I'm at, here's

what I'm struggling with.

660

:

And the biggest thing to open my eyes,

actually, Jeff, to realizing that, like,

661

:

I could go further

662

:

was the fact that many individuals

said, oof, yeah, that's a tough problem.

663

:

And I was like, wait,

you're saying that's a tough problem?

664

:

I'm like, hold on. You know, like that

actually gave me a lot of confidence.

665

:

So I'm like, oh, I'm not just stupid,

you know, like this, this way

666

:

more qualified person than me says,

oh, well,

667

:

that's actually a pretty

that's a tough problem to overcome.

668

:

And it kind of gave me this freedom to be

like, well, then I can still be creative.

669

:

I can sell solutions.

670

:

If someone is far along,

as this person says, that's tough.

671

:

Like in many ways, that boost,

weirdly enough, was almost all I needed.

672

:

And of course, I got some very pointed

wisdom on how to to do things.

673

:

And so having that tight knit

674

:

community myself has been a game changer

for me over the years.

675

:

That that almost seems counterintuitive

when when you go to somebody smart

676

:

and you take them a problem, you're like,

I'm going to get an answer here.

677

:

And they say, you

know, Alex, I'm not sure that's tough.

678

:

I think it's

I think some people would would react to

679

:

that and be like, oh crap, I'm in trouble.

680

:

Like like I came here to get an answer.

681

:

I'm not getting an answer.

682

:

I'm just gonna shut this thing down.

683

:

Like, I think it would frustrate them.

684

:

You know, it would, but but you took it

and you said,

685

:

oh, this is this is encouraging.

686

:

I came to a smart person.

I got a hard problem.

687

:

They don't have to solve it either.

688

:

You know, it was it kind of like, well,

689

:

if they don't have to solve it,

maybe we are on the same level.

690

:

Maybe.

691

:

Maybe I'm coming up against the things

that that they're coming up against.

692

:

And you know, this is a

this is a tough problem for anybody.

693

:

I think that, yes,

it might be a tough for anybody.

694

:

But the reality is,

I think that these individuals

695

:

took the time to really invest in me

and get to know me.

696

:

And I think that they just knew that

if I said that,

697

:

they're like, if I say this to Alex,

he'll go figure it out type of thing.

698

:

And I think it was a little bit of that of

like just playing to my own strengths.

699

:

And most of the time

these individuals, like,

700

:

would push me in the right direction

or help me a little bit.

701

:

But it was never it's

702

:

never been a handout type of relationship,

which is it's good because they know me.

703

:

If you kind of hand it out to me, like I

probably won't even do it right like that.

704

:

It's harder for me to implement.

705

:

If you're more like,

here's an idea, Alex, go run with that.

706

:

Like,

I'm much better in and much more fulfilled

707

:

and much better in that scenario.

708

:

So I think these individuals

just kind of knew who I was.

709

:

And I meant I do want to clarify,

none of them like, left me hanging.

710

:

Like that's a tough problem.

711

:

They kind of then would kind of be like,

well, here's a few scenarios here.

712

:

But for me, it's funny. I still go back.

713

:

All I can really hear is the fact

they said that was a tough problem.

714

:

I'm like, I can, I can do it.

I know I can now, right?

715

:

So and it was definitely not like I,

I'm at their level.

716

:

I don't know if I'll ever arrive

717

:

because they're also getting better

and better and climbing. Right.

718

:

So to come to you up

it like definitely got you energized.

719

:

You're like,

oh well, yeah, I can do this 100%.

720

:

That's a good way to say

that's exactly what it did for me.

721

:

I love I love that

722

:

I want to, if you don't mind,

I'd love to hear a little bit

723

:

more about how you built your network,

because I think for some people

724

:

it doesn't come naturally at all.

725

:

You know, they're like,

I need everybody here, I need mentors,

726

:

and then they're like

30 years later, like,

727

:

maybe I should have got some mentors

somewhere along the way, right?

728

:

Like, but you seem like an outgoing guy.

729

:

Was this an easy thing for you

730

:

to just go and make friends,

just go and find mentors?

731

:

Was it like one month to the next?

732

:

You're like,

now I got this network of mentors

733

:

and I'm just going

to, you know, go to them with problems.

734

:

And yeah, I'm

sure a lot of them left your hands,

735

:

but they work through them, present

the problems, have

736

:

productive conversations and, you know,

and now you benefit,

737

:

you know, forever

from these great relationships.

738

:

Is that how it worked?

739

:

I wish no, I'd even say my main mentor.

740

:

I'd say it took me two years to, like,

really break to, like, kind of break

741

:

through with, with the guy,

742

:

even get like

any sort of reaction from him

743

:

and know that was being annoying

744

:

knocking on his door

every day or anything like that.

745

:

It was just like, you can kind of,

I don't know, I've got to.

746

:

I try to have a little bit of,

747

:

social, intelligence to know when, like,

748

:

okay, there's not really any like too soon

you'll let me back up, slow down.

749

:

We just met type of scenario, right.

750

:

But so for me, for years, I'd say,

751

:

although I'm outgoing,

I do like a big personality.

752

:

And so for some people, they're like,

oh, dude, calm down, slow down.

753

:

Right. And so I'm aware of that.

754

:

I've learned to tone that down

a little bit over the years.

755

:

But I really did struggle.

756

:

I'm like, I don't know how anyone finds

a mentor, finds a coach.

757

:

It was actually,

one of Michael Hyatt's books.

758

:

And I'm blanking on it's called

759

:

it might have been even mentor mentorship

might have been the name of the book.

760

:

It's kind of his philosophy again,

Michael Hyatt,

761

:

someone I've been following for years.

762

:

So he's kind of been like a a virtual

digital mentor for me for a long time.

763

:

And when I read that, I just realized

like that it really comes into play is

764

:

you can't just sort of be like,

Will you be my mentor?

765

:

Will you help me?

766

:

It starts with you

leading with some form of value.

767

:

And so, like the main individual

who I would consider would be like my, my

768

:

main mentor,

769

:

it was something I wasn't even aware of.

770

:

Like we were in each other's ecosystems

a little bit, but it turns out

771

:

I interviewed the person

he considers to be his main mentor.

772

:

I had no idea they were connected.

I had no idea they knew each other.

773

:

And I get a text message from the guy

I want mentoring me one day

774

:

and he's like, hey,

I heard your conversation with Dr.

775

:

can I call you?

776

:

And I was like, yes, absolutely.

777

:

So we got on a call and he's like, man,

I listened to every single.

778

:

I don't know if you know who DHHS is,

but I mean, David Hanna, Meyer Hansen.

779

:

But if you like, go to Google

and type in DHHS

780

:

who shows up,

which I think it's kind of a big deal.

781

:

So but the people that follow do they

they don't, like, follow him a little bit.

782

:

Like if he posts something on the internet

in a website that only one person ever

783

:

visited, they all find it

like it's just kind of who they are.

784

:

And so but he told me,

the guy's name is Tom.

785

:

And Tom goes, Alex.

786

:

He goes,

787

:

I have listened to every single piece

of content that this guy's ever put out.

788

:

Everyone has ever interviewed him.

789

:

He goes, I've never heard anyone

do it like you did.

790

:

And so that was actually the moment

that we kind of struck up this, like,

791

:

more mutual, relationship

where he felt like I added value to him

792

:

because he's like,

793

:

I've been wondering some of

those questions, and no one's ever like,

794

:

I've never had the chance

to ask him those questions.

795

:

And like, now you have.

796

:

And you voiced them really well.

797

:

So we were able to build that out

and so for me, like finding mentors

798

:

took a lot of patience

and me realizing like,

799

:

I've got to put some skin in the game here

to make it happen.

800

:

That one was like weirdly connected

with other people.

801

:

It's just been like, hey,

is there something I can do to to

802

:

to help you out is typically what I begin

with,

803

:

just to see if there's some way

to start building a relationship.

804

:

Well, I think it goes

back to what we were talking about before,

805

:

just this whole emphasis on community,

right?

806

:

You might not have intended to use that

that recording in that episode

807

:

with the to gain a relationship

with a potential mentor you're looking at.

808

:

But but by building the community,

they kind of network effects happen.

809

:

And all of a sudden you're

you're in a position where

810

:

you have a chance to connect with somebody

that you wanted to connect with.

811

:

You know, that's maybe,

maybe isn't the most direct way to do it.

812

:

But but it's probably one of the stronger

ways, right?

813

:

You've now got somebody reach out to you

who you otherwise would have had to

814

:

say, hey, do you have

815

:

can I bug you for a few minutes like,

I don't I don't want to impose.

816

:

And they're like, Alex,

I want to sit down, talk.

817

:

Right. Yeah.

818

:

Like, you know, it might sound strangely

not too connected,

819

:

but the reality is I'm good at follow up,

and I think that that's the key here.

820

:

Like, if you ask someone four years ago

that you might like,

821

:

hey, will you be my mentor?

822

:

And you never talk to them again,

even if, like,

823

:

you don't get at the answer you want,

I think that you're missing opportunity.

824

:

Tom only remembered who I was

825

:

because I had reached out

multiple times over the years.

826

:

Not saying we mentoring

where you mentor me, just being like, hey,

827

:

I enjoyed this, that you did.

828

:

Just making sure I'm like,

I don't need to be top of mind,

829

:

but I need to be enough in your mind

to know,

830

:

hey, I know someone was Alex's

phone number.

831

:

I like this, I want to talk to him,

832

:

but if I would have just that initial

interaction and nothing came from it,

833

:

if I would have just left it

at that two years later,

834

:

whatever

it was when he heard this interview,

835

:

he might not have even remembered

that we met, right?

836

:

They kept up with it.

837

:

I think that too many of us,

we give up too fast

838

:

and listen, that's a business thing.

839

:

That's a mentorship thing.

840

:

I think that there's a real lesson

841

:

in the fact of like, hey, relationships

take time to really develop.

842

:

I love that.

843

:

Has the journey been pretty similar for,

844

:

Alicia and who was your other co-founder

just yesterday?

845

:

Jesse I space his name. Sorry.

846

:

No good. Has it been a pretty similar,

847

:

trajectory for them on the team?

848

:

I mean, is it everyone's kind of

going down the same path, or have they had

849

:

unique experiences from you because of

maybe your your role versus theirs?

850

:

Or you seem to be very much the face

of, of the company from what I've seen.

851

:

Like what's their experience been like.

852

:

Yeah.

So I can only speak so much for them.

853

:

But from we we are a close group.

854

:

We have two calls per week.

855

:

So Mondays and Wednesdays

we do a call together.

856

:

And so and then both our families are

friends like we've known job.

857

:

We were in each other's weddings

858

:

like 12 or I guess 2012 and 2011

I think is what it was.

859

:

And so like,

we've known each other a long time.

860

:

So whenever like we try to get together

outside of work as well.

861

:

And, which Jesse's getting ready

to move to the same city

862

:

that we're in, Jacksonville, Florida,

which I'm thrilled about.

863

:

It's really nice to all

be in the same place.

864

:

But for from what I can speak,

I would say for Alicia,

865

:

she runs on the operations side

and she's very, very gifted at that.

866

:

And so for her,

867

:

I think it's been a really it's

been a great gig for her for a while.

868

:

I know she got a little bit burnt out

just because of the amount of work

869

:

that it was, like as

we were building out the systems, the,

870

:

the different tools that we use, like

all that stuff, like for a little bit,

871

:

it was a lot.

872

:

And I'll admit in some, some days

873

:

it's obviously can still be a lot,

but not like that where it's like, hey,

874

:

we went from like nothing to growing

really fast.

875

:

And now, like,

we don't have the infrastructure

876

:

to hold this type of thing

877

:

and being someone who built that out,

I think that that was probably her biggest

878

:

pain point.

879

:

But I think for the most part, I watch her

and she's in a

880

:

she goes into a pretty good flow state,

like she can just get it done.

881

:

That's

one of the things I admire about her.

882

:

While keeping the whole foundation

of the company really solid.

883

:

And on Jesse side,

I think that he had to learn

884

:

to become a better developer,

which is so funny

885

:

because he's actually like, he's

so gifted.

886

:

He, his job was like a big,

big government job.

887

:

So, like, there's only so much can be said

about before he, he got into this, like

888

:

what he was doing, the amount of money

he was making is, like, absolutely absurd.

889

:

Like,

I didn't know anyone had jobs like that.

890

:

And so but the funny thing is he's like,

891

:

yeah, I've had to learn quite a bit

since I started this.

892

:

He goes,

I didn't expect to learn anything.

893

:

He's like, I expected this.

894

:

So like kind of without saying it,

he almost said,

895

:

I expected to make me dumber

when it came to developing.

896

:

But he's had he's had to learn a lot

and, he's always stepped up the challenge.

897

:

And I really admire that about him.

898

:

So I think for for Jesse,

he loves to be challenged by his work

899

:

and he didn't really expect

that to be the case.

900

:

But he has found it to be challenging.

901

:

And I think the right amount

of challenging

902

:

where he's able to make traction

and not get burnt out by it.

903

:

But, I think he's had a really

fun experience. And for me,

904

:

as I've gotten better about understanding

905

:

how to prioritize the right work,

that's actually good for the company,

906

:

I think he's learned to enjoy it

even more,

907

:

because for a while it's like, oh, Alex's,

here he is again, random, complex ideas.

908

:

And now it's very structured,

very pointed.

909

:

Yeah, a lot of data goes into any decision

910

:

we make of the order

of how we're going to develop things.

911

:

And I think he likes that because he knows

it's going to yield a result,

912

:

because we basically have the data to show

that this will actually be good.

913

:

And it wasn't

just like a off the whim idea.

914

:

So I think for them,

915

:

we've all had different paths

because we do such different work.

916

:

There's almost no overlap in

anything that we do.

917

:

But I can say the one thing

that's in common is like,

918

:

although we've gone through

what ups and downs like as a team,

919

:

we've had a blast

and really enjoyed it along the way.

920

:

That's awesome.

921

:

And not everybody can say

that about working with friends or family.

922

:

So right, as a general job

and I and I work with

923

:

I work very closely with my wife.

924

:

She runs the operations of our law firm.

She does a fantastic job.

925

:

She's way smarter than I am.

926

:

And it works for us most of the time.

927

:

So, That's great.

Nothing. I'm complaining.

928

:

She's got lots of reason to complain

about the stuff I do, probably, but, so I.

929

:

But I know it doesn't work for everybody,

so kudos to you for for having

930

:

a good working relationship

in the business and outside the business.

931

:

That's fantastic.

932

:

Yeah. Thank you.

933

:

Well,

I'm going to ask you the hard question

934

:

and then we'll give you a little bit

of a chance to think about it.

935

:

So, before the show, we were asking,

936

:

you know, you brought up the concept of,

well, where would I be in five years?

937

:

I'm not going to ask you personally

where you're going to be in five years,

938

:

although you can answer that if you want.

939

:

I'd like to know where you'd like to see

pod match in the next five years.

940

:

Assuming that it.

941

:

Like, do you have another,

you know, step like, step function growth?

942

:

Do you just keep on the path you're on?

943

:

I'd love to know where it's at,

944

:

but I want to give you a moment

945

:

just for your brain

to think about that in the background,

946

:

because in the meantime, I'd like

I'd like to know

947

:

what's the advice that you would give

somebody who's building a business?

948

:

They're further behind you on this,

you know, maybe a similar path.

949

:

And they've hit some of these rocks,

these bumps in the road.

950

:

Maybe they haven't,

you know, been able to navigate their team

951

:

or they haven't been able

to find the right mentors, or

952

:

they've gotten a little bit of negative

feedback from their from their customers.

953

:

Like like what?

954

:

What are the things that you would tell

somebody like that

955

:

if they came to you and said, I need,

I need, I need a little advice, Alex.

956

:

The first thing I'd say is, is remembering

the fact that you can't do it alone.

957

:

There's the old Helen

Keller quote that says, alone I can

958

:

we can do so little,

but together we can do so much.

959

:

And I think it's important

that, like, hey,

960

:

just know

you're never going to do it alone.

961

:

And I think the first step would be

if someone's actually coming to me,

962

:

it means that they acknowledge

that. Right.

963

:

And so it's a good step

if you're coming to someone else saying,

964

:

hey, I'm kind of struggling here like that

little transparency matters.

965

:

And also the realization of,

966

:

like, I'm not going to be some rock star,

does it on my own.

967

:

An example this

I know we all, we all praise Elon Musk,

968

:

and I'm not trying

to sell his achievements short.

969

:

He has an incredible team around him.

970

:

Like the most brilliant people

on the planet surround him.

971

:

It's not because he's

some brainiac genius.

972

:

It does everything by himself.

973

:

He's got countless people that are like

the smartest people on the planet, right?

974

:

Yeah.

975

:

And there's been plenty others

976

:

leaders like that

have that have modeled that really well.

977

:

And so we're

not going to be able to do it alone.

978

:

And so I think for me, beyond that, it's

important people articulate what matters.

979

:

So like if someone to me

like Alex, I'm really struggling.

980

:

Like I just don't know what to do.

981

:

I'd be like, well, where are you at today?

982

:

And most people

are not gonna have an answer for that.

983

:

Well, where could you go tomorrow?

984

:

They're not gonna have an answer for that.

985

:

And so for me, I think it's super

important to have this one key metric.

986

:

The key metric is the one that actually

987

:

is the trigger for everything else.

988

:

And so like inside of our business

I'll share what I mean.

989

:

Like I don't actually track our measure,

our monthly reoccurring revenue.

990

:

Most software companies

that's what they want to see.

991

:

What's your churn rate. What's this

what's that like.

992

:

There's all these numbers

we use in software.

993

:

And when I really started diving in that

I found a little bit overwhelming.

994

:

And it took my attention away

from the community element.

995

:

And I was like, I don't want that.

996

:

I was like, so what metric triggers

the rest of these to work?

997

:

Well, what it comes down to

998

:

when our business is interviews

completed on the platform,

999

:

the average number of interviews

complete on a platform per day.

:

00:40:54,291 --> 00:40:56,791

And so I tell people like,

if you can find your one metric

:

00:40:56,791 --> 00:40:59,291

and have a goal assigned to that

or some sort of milestone

:

00:40:59,291 --> 00:41:02,375

that you want to reach, knowing that

and saying, I've built everything else

:

00:41:02,375 --> 00:41:05,583

to work well, if I can get this number

right now, you can share something.

:

00:41:05,583 --> 00:41:07,875

It's like, okay to have more interviews

completed every day.

:

00:41:07,875 --> 00:41:09,500

Pod match what we need to do.

:

00:41:09,500 --> 00:41:11,083

Can you make sure more people

are connecting faster?

:

00:41:11,083 --> 00:41:13,083

Right. Like, how do we be the right people

getting together?

:

00:41:13,083 --> 00:41:14,166

How did you discover that?

:

00:41:14,166 --> 00:41:16,500

That seems like

like I wouldn't know where to look.

:

00:41:16,500 --> 00:41:17,666

What did you just go through?

:

00:41:17,666 --> 00:41:18,291

The numbers are like,

:

00:41:18,291 --> 00:41:21,291

hey, listen, this number correlates

to all the other positives of happening.

:

00:41:21,416 --> 00:41:24,250

Or was it like, how did you

how did you decide that in your business?

:

00:41:24,250 --> 00:41:25,791

I know there's a little bit of a tangent

from what we're.

:

00:41:25,791 --> 00:41:26,041

Yeah.

:

00:41:26,041 --> 00:41:27,916

Now, but I'm super curious.

:

00:41:27,916 --> 00:41:30,291

Yeah. So for me, like I do love strategy.

:

00:41:30,291 --> 00:41:33,083

I love numbers like that

stuff is fun for me to dive into.

:

00:41:33,083 --> 00:41:38,041

And so I've been using Excel since before

it was like really like mainstream.

:

00:41:38,041 --> 00:41:39,291

It's like I understand it,

use it really well.

:

00:41:39,291 --> 00:41:42,083

So I put everything into an Excel

spreadsheet, start diving down,

:

00:41:42,083 --> 00:41:45,041

seeing like if this moves what,

what else moves. Right.

:

00:41:45,041 --> 00:41:46,875

And so this is before

we had clean metrics.

:

00:41:46,875 --> 00:41:48,750

Now we have metrics

built around this. Yeah.

:

00:41:48,750 --> 00:41:49,625

But for me I was like okay.

:

00:41:49,625 --> 00:41:51,166

Like what's the one thing

I finally got down to.

:

00:41:51,166 --> 00:41:52,750

And I'm like,

if the interviews are being complete,

:

00:41:52,750 --> 00:41:55,500

if that number is climbing,

then pod match is healthy

:

00:41:55,500 --> 00:41:59,333

from a churn rate perspective,

from a mirror perspective,

:

00:41:59,333 --> 00:42:02,833

from from the people actually

using the platform versus being inactive.

:

00:42:03,041 --> 00:42:06,041

And so my goal is just to to grow

that number.

:

00:42:06,208 --> 00:42:07,916

So interviews complete is what I look at.

:

00:42:07,916 --> 00:42:11,166

And yes, I monthly I go through

and look at all the numbers and data.

:

00:42:11,875 --> 00:42:15,041

But I just know if I track this one

and that number is climbing,

:

00:42:15,041 --> 00:42:16,708

it means we're actually really healthy.

:

00:42:16,708 --> 00:42:20,125

And so I continue there's a percentage

needs to grow and stuff like that.

:

00:42:20,125 --> 00:42:21,291

Right. But that's what I track.

:

00:42:21,291 --> 00:42:24,625

And so when I have a problem and I'm

bringing it to people that are mentors

:

00:42:24,625 --> 00:42:28,041

or to to anybody in my life, I'm realizing

I need help.

:

00:42:28,041 --> 00:42:30,083

It's when that number

seems to be struggling

:

00:42:30,083 --> 00:42:31,666

and then I can kind of reverse engineer.

:

00:42:31,666 --> 00:42:33,375

It's like, okay, well,

what needs to happen?

:

00:42:33,375 --> 00:42:34,958

Like where's the friction point? Right?

:

00:42:34,958 --> 00:42:36,666

And more interviews being completed.

:

00:42:36,666 --> 00:42:39,041

And so we look at our kind of

like the flywheel approach.

:

00:42:39,041 --> 00:42:41,166

Have you heard of that Jeff. Like yeah

okay.

:

00:42:41,166 --> 00:42:42,875

So the flywheel basically like the faster

:

00:42:42,875 --> 00:42:44,916

flywheel spins, the more powerful it gets.

:

00:42:44,916 --> 00:42:46,250

We look at is three prong.

:

00:42:46,250 --> 00:42:48,791

It's marketing,

it's conversion, it's retention.

:

00:42:48,791 --> 00:42:50,125

And so like if our interviews complete

:

00:42:50,125 --> 00:42:51,833

are not claiming

we want to, we look at those

:

00:42:51,833 --> 00:42:53,666

three things and say okay

is there a marketing problem.

:

00:42:53,666 --> 00:42:55,375

Conversion problem is a retention problem.

:

00:42:55,375 --> 00:42:59,291

Like what is where is the weakest link

to keeping this thing spinning faster

:

00:42:59,291 --> 00:43:00,583

so we can grow that number?

:

00:43:00,583 --> 00:43:01,458

I personally look at that.

:

00:43:01,458 --> 00:43:03,416

That's again

that's every month I'm looking at that

:

00:43:03,416 --> 00:43:05,916

and I'm tracking that and figuring out

like where is the pain point.

:

00:43:05,916 --> 00:43:06,625

Right now?

:

00:43:06,625 --> 00:43:07,833

And there's always gonna be

a different one.

:

00:43:07,833 --> 00:43:09,875

It's always evolving and changing

whichever one's weaker.

:

00:43:09,875 --> 00:43:12,875

So just focus on it, fix that one

and then see what happens next.

:

00:43:13,166 --> 00:43:16,875

Yeah, that's probably more technical than

I was supposed to get it, but I love it.

:

00:43:16,875 --> 00:43:17,500

Somebody

:

00:43:17,500 --> 00:43:21,875

and I hope that there's somebody in data

analytics that listened to this podcast

:

00:43:22,166 --> 00:43:25,333

and says, I gotta get Alex on

so we can dive into the numbers here.

:

00:43:25,666 --> 00:43:27,500

I want to listen to that episode myself.

:

00:43:27,500 --> 00:43:30,500

So so that's fantastic. I love it.

:

00:43:30,583 --> 00:43:33,250

So yeah, and I know I kind of took us off

:

00:43:33,250 --> 00:43:36,958

the off track from the

from what you would tell other people.

:

00:43:38,041 --> 00:43:38,916

But let's get to your

:

00:43:38,916 --> 00:43:41,958

let's get to that last question

now, five years from now,

:

00:43:41,958 --> 00:43:45,500

what does what does this look like

for you, for your team, for the company?

:

00:43:46,083 --> 00:43:47,875

Where would you see yourself?

:

00:43:47,875 --> 00:43:48,166

Yeah.

:

00:43:48,166 --> 00:43:51,625

So for me obviously growing that interview

completed number.

:

00:43:51,625 --> 00:43:53,625

Right. Like that's

that's the big metric there.

:

00:43:53,625 --> 00:43:56,625

But for me I've really in the last

:

00:43:57,166 --> 00:44:01,583

365 days at time of recording this,

I went to a ton of podcasting events.

:

00:44:01,583 --> 00:44:03,833

I went to meet ups, I've talked to people

online, done virtual.

:

00:44:03,833 --> 00:44:04,875

So I've done it all.

:

00:44:04,875 --> 00:44:09,750

And I'm realizing there is a huge shift

to community centric business.

:

00:44:10,458 --> 00:44:12,958

And so for me,

I know that the next five years

:

00:44:12,958 --> 00:44:14,458

and it won't take all that time,

:

00:44:14,458 --> 00:44:18,000

but I think to really get a true market

adoption to it is going to take a while

:

00:44:18,291 --> 00:44:21,166

for us to shift our focus

more and more to community.

:

00:44:21,166 --> 00:44:22,000

And so like for us,

:

00:44:22,000 --> 00:44:25,000

that means teaching people

how to be a good affiliate for Pod match.

:

00:44:25,250 --> 00:44:29,250

It means actually having community events

in person and also virtual.

:

00:44:29,250 --> 00:44:32,250

It means having we call our legacy team,

which is the people that want to

:

00:44:32,583 --> 00:44:34,958

be part of the pod match,

evangelist, street team type of thing.

:

00:44:34,958 --> 00:44:37,500

Or hey, like the people that are out there

promoting it,

:

00:44:37,500 --> 00:44:39,333

we have a network inside a pod match,

:

00:44:39,333 --> 00:44:41,541

and we're getting ready

to do some other micro meetups and ways

:

00:44:41,541 --> 00:44:44,250

that people can just collaborate together

inside the platform.

:

00:44:44,250 --> 00:44:46,208

We just launched a CRM inside of it.

:

00:44:46,208 --> 00:44:47,416

I know I'm sharing a lot of things,

:

00:44:47,416 --> 00:44:49,416

but the whole idea here is in this next

five years,

:

00:44:49,416 --> 00:44:52,416

we want people to be able to say, pod

match is a community.

:

00:44:52,833 --> 00:44:55,166

I pay a membership for it

because it has a platform side,

:

00:44:55,166 --> 00:44:55,958

but as a community,

:

00:44:55,958 --> 00:44:58,958

first and foremost, as connecting me

with other podcast guest and host.

:

00:44:58,958 --> 00:45:01,958

Yeah, business partners

and the people that I just needed to meet.

:

00:45:02,000 --> 00:45:03,958

And so we're really doing our best

to turn out that

:

00:45:03,958 --> 00:45:06,083

that community hub or ecosystem.

:

00:45:06,083 --> 00:45:07,125

And so in the next five years,

:

00:45:07,125 --> 00:45:09,208

I see us really being able

to achieve that in this world.

:

00:45:09,208 --> 00:45:12,375

That's just the digital world

that is just starving

:

00:45:12,375 --> 00:45:15,916

for some form of real human connection

like it never has before.

:

00:45:16,125 --> 00:45:19,083

We want to really be at the forefront

of helping make this a reality,

:

00:45:19,083 --> 00:45:21,875

so that people can follow it

beyond our business as well.

:

00:45:21,875 --> 00:45:25,500

I love that, and it's you know,

I think I've heard people suggest

:

00:45:25,500 --> 00:45:31,041

that community is that human element

that I will not be able to, to replicate.

:

00:45:31,041 --> 00:45:31,375

Right.

:

00:45:31,375 --> 00:45:32,541

And so,

:

00:45:32,541 --> 00:45:33,750

we can sit on our,

:

00:45:33,750 --> 00:45:36,958

our digital therapist all day long

if we want, but that's different from

:

00:45:37,250 --> 00:45:40,250

being in a community

of other people doing something,

:

00:45:40,250 --> 00:45:41,833

you know, aligned with your passion.

:

00:45:41,833 --> 00:45:44,083

So, I'm excited to see where it goes.

:

00:45:44,083 --> 00:45:48,166

And, I'm excited to keep participating in

that as it grows into more

:

00:45:48,166 --> 00:45:49,208

and more of a community. So

:

00:45:50,375 --> 00:45:50,875

thanks, Jeff.

:

00:45:50,875 --> 00:45:52,208

I appreciate that. Man. Means a lot.

:

00:45:52,208 --> 00:45:53,166

Yeah, yeah.

:

00:45:53,166 --> 00:45:55,125

No. And Alex,

I appreciate you coming on the show.

:

00:45:55,125 --> 00:45:56,458

It's it's been a lot of fun.

:

00:45:56,458 --> 00:46:01,500

I it's good to see,

you know, the real side of businesses

:

00:46:01,791 --> 00:46:04,791

and for other people

building businesses to see.

:

00:46:05,250 --> 00:46:06,833

Oh, I'm

not the only one going through this

:

00:46:06,833 --> 00:46:09,625

like like there's ups and downs

and everybody does it.

:

00:46:09,625 --> 00:46:14,291

And I think my takeaway is

or my suggestion for some of the listeners

:

00:46:14,291 --> 00:46:17,958

out there who I know struggle

a little bit more when they come up with

:

00:46:18,208 --> 00:46:22,083

come up against harder

questions, is to is to maybe

:

00:46:22,458 --> 00:46:26,125

think about the the perspective shift

that you introduced, at least for me.

:

00:46:26,125 --> 00:46:29,958

And that is oh,

I asked him if I presented my problem

:

00:46:29,958 --> 00:46:32,333

to some really smart person

instead of getting an answer.

:

00:46:32,333 --> 00:46:36,500

They said, yeah, that is a hard problem

and be able to walk away and say,

:

00:46:36,500 --> 00:46:39,500

oh my gosh, you know what? That should be?

:

00:46:39,666 --> 00:46:40,583

I'm going to have to figure out how

:

00:46:40,583 --> 00:46:43,583

that's encouraging to me,

because I think my attitude is

:

00:46:43,958 --> 00:46:48,500

I'm kind of tuned to be like, oh, well,

I was hoping for, you know, progress.

:

00:46:48,500 --> 00:46:49,708

But now I got to figure.

:

00:46:49,708 --> 00:46:51,041

So I got a little bit of work

:

00:46:51,041 --> 00:46:53,791

to do on myself

to figure out that that right perspective.

:

00:46:53,791 --> 00:46:56,208

But I love it

and I'm going to work on it. So.

:

00:46:56,208 --> 00:46:58,416

Oh man, that's a that's a cool takeaway.

Thank you for sharing that.

:

00:46:58,416 --> 00:47:01,416

And I think that the encouragement

there is just like

:

00:47:01,458 --> 00:47:04,125

as CEOs as founders

like we're trail trailblazers.

:

00:47:04,125 --> 00:47:06,750

Like there's times when the trail gets

tough, like it gets scary.

:

00:47:06,750 --> 00:47:09,416

Right. But I said it earlier

in this conversation.

:

00:47:09,416 --> 00:47:11,125

Maybe it was like in the icebreaker round.

:

00:47:11,125 --> 00:47:14,041

But courage means being afraid

than doing what you have to do anyway.

:

00:47:14,041 --> 00:47:15,250

Yeah, if there's smart people around you

:

00:47:15,250 --> 00:47:16,208

and they haven't figured out yet,

:

00:47:16,208 --> 00:47:17,708

that means there's

a real opportunity there

:

00:47:17,708 --> 00:47:19,833

and there's a chance

for you to level yourself up.

:

00:47:19,833 --> 00:47:21,416

Let that be inspiring and encouraging.

:

00:47:21,416 --> 00:47:24,500

I know for me it has been and obviously

I'm going to go back and seek help, right?

:

00:47:24,750 --> 00:47:26,541

I'm going to use everything I can

to figure it out.

:

00:47:26,541 --> 00:47:29,125

But I now know, like,

oh man, I'm I'm trailblazing.

:

00:47:29,125 --> 00:47:30,125

Let's figure this thing out.

:

00:47:30,125 --> 00:47:32,791

Right? And so,

I'm glad you had a cool takeaway, Jeff.

:

00:47:32,791 --> 00:47:34,041

That's cool to hear. Yeah.

:

00:47:34,041 --> 00:47:37,625

And, not to not extend this too long,

but to add to that a little bit,

:

00:47:37,625 --> 00:47:40,708

the front lines issue, you know,

you know, when you're pushing that front,

:

00:47:41,125 --> 00:47:44,000

that frontline forward,

because of the courage

:

00:47:44,000 --> 00:47:47,000

you have to step out,

it's not just pushing it forward for you.

:

00:47:47,250 --> 00:47:50,083

If you've got this community mentality,

you're pushing that frontline forward

:

00:47:50,083 --> 00:47:52,083

for everybody. So I love this.

:

00:47:52,083 --> 00:47:53,500

So many takeaways here Alex.

:

00:47:53,500 --> 00:47:55,916

It's been it's

been fantastic chatting with you.

:

00:47:55,916 --> 00:47:58,333

And so I just want to say thank you.

:

00:47:58,333 --> 00:48:01,250

You know personally I'm really glad

to have a chance to talk with you.

:

00:48:01,250 --> 00:48:02,750

But also on behalf of our audience.

:

00:48:02,750 --> 00:48:05,458

Thank you for coming out of the under

the show. Alex.

:

00:48:05,458 --> 00:48:07,041

Yeah. Jeff,

thank you so much. This is a blast, man.

:

00:48:07,041 --> 00:48:09,208

I had a lot of fun here

today. It's been great.

:

00:48:09,208 --> 00:48:10,083

And to our audience,

:

00:48:10,083 --> 00:48:14,166

thank you for joining us again

on another episode of The Breakout CEO.

:

00:48:15,625 --> 00:48:16,041

Be sure to

:

00:48:16,041 --> 00:48:19,416

follow or subscribe

on your favorite podcast platform.

:

00:48:19,791 --> 00:48:23,875

And if you enjoy the show,

a rating or a review goes a long way.

:

00:48:24,750 --> 00:48:28,166

Our mission is to promote

the stories of breakout CEOs

:

00:48:28,500 --> 00:48:31,708

in scaling

SAS, e-commerce, and tech companies

:

00:48:32,250 --> 00:48:36,625

to equip peer CEOs

with valuable perspectives and confidence.

:

00:48:37,500 --> 00:48:41,750

Thanks again for joining us

on this episode of The Breakout CEO.

:

00:48:42,416 --> 00:48:44,750

I'm Jeff

Holeman, and I'll see you next time.

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