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The Epic Journey: Poker World Champion Builds $3M ARR SaaS from Scratch!
Episode 6522nd April 2024 • B2B SaaS Podcast • Upendra Varma
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Join host Upendra Varma in an insightful conversation with David Daneshgar, Co-founder and CEO of Whippy, an automation platform revolutionizing communication with AI.

  • Discover how Whippy addresses manual work challenges across various industries, leveraging automation in HR, customer support, sales, and marketing.
  • Gain insights into Whippy's positioning strategy, which involves solving real problems for specific niches, leading to focused go-to-market approaches.
  • Explore Whippy's impressive growth metrics, with over 600 paid accounts and an ARR exceeding $3 million, primarily in the SMB sector.
  • Understand Whippy's expansion into enterprise markets, with deals ranging upwards of $100K ARR, driven by a robust API catering to large-scale automation needs.
  • Delve into Whippy's go-to-market strategy, predominantly outbound-driven, emphasizing cold outreach to identify high-value verticals and refine messaging.
  • Learn about Whippy's customer-centric approach, tailoring solutions to niche industries like personal injury law, ensuring competitive advantage and high ROI.
  • Gain insights into Whippy's sales cycle, with SMB deals closing within 60-90 days and enterprise cycles extending up to a year, highlighting the importance of sandbox testing and contract lifecycles.
  • Explore Whippy's future growth trajectory, focusing on diversifying channels beyond outbound, including inbound, referrals, partnerships, and integration alliances.
  • Understand Whippy's team composition, with a significant emphasis on engineering talent and strategic hiring in sales, customer success, and marketing.
  • Discover Whippy's commitment to compliance and security, investing in certifications like SOC 2 and HIPAA to facilitate enterprise expansion.
  • Gain valuable perspectives on bootstrapping versus external funding, with Whippy opting to stay bootstrapped to maintain flexibility and strategic decision-making power.

Tune in to uncover the secrets behind Whippy's remarkable journey from a poker world champion's entrepreneurial vision to a thriving multimillion-dollar SaaS venture.

Transcripts

Upendra Varma:

Hello everyone.

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Welcome to the B2B SaaS podcast.

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I'm your host Bhupendra Verma and

today we have David Dhanushkar with us.

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David here is the co founder and

CEO of a company called Bipi.

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Hey David, welcome to the show.

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David Daneshgar: Hi, thanks.

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Thanks for having me.

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Excited to be here.

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Upendra Varma: Yeah.

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All right, David.

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So let's try to understand

what Bipi does, right?

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So can you just explain a bit about that?

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David Daneshgar: Yeah.

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Whippy is an automation platform.

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It uses a lot of automation AI

for people in the real world or

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old school world, as I call it.

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So like, you know, there's a lot of

automation AI for e commerce, for

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example, but for, for a staffing company

or a pharmacist or a lawyer, a lot of

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people are doing a lot of manual work.

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And what we do is we sit down

and understand, like, especially

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on communication, like what are

things we can shore up and we see.

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Like a classic example we see is like

when, when an HR company, someone applies

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for a position, person goes, looks at

the resume, shoots them a call, a text,

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an email, tries to get information

from them, puts it into their CRM.

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And a lot of that stuff can be automated.

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Um, and so the platform uses text.

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Email and soon voice to help triage

those situations, whether it's customer

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support, whether it's um, whether

it's sales, whether it's marketing.

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And right now the motion has

been mainly like SMB, but we've

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created a very robust A P I.

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So even a large company that wants this,

and that would be a more of an enterprise

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motion can use our API to build it.

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Sorry to buy rather than have to

build all of this themselves off

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of Twilio or something like that.

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Upendra Varma: So it sounds

a bit interesting, right?

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So is, is the product, you know, built

to support a lot of use cases by default.

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Like, I look at, you know, emails

and there's sequences, campaigns,

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and then there were, you know, calls.

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Looks like a whole bunch of them, right?

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So that could cater to

anybody and everybody, right?

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So like, just help us understand,

like, what's the vision or

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thought process here, right?

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So like, how are you

positioning this product?

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David Daneshgar: Yeah, I think it's,

it's, it's a little bit of a challenge,

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right, because most people say to focus,

like, focus on a specific niche, a

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specific product, and I think my last

company that I was at called Bloom Nation,

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we did e commerce for local florists.

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So the messaging was very clear, the

positioning was very clear, I mean,

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the only thing is what we ran into

was the addressable market, right?

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You're a TAM in SASC.

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You were very good.

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You were like an industry

leader, but it was fixed.

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When we started WIPI, we thought, let's

look at problems that people have.

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And let's see if we can solve

those problems to a solution.

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And so it was very hard to start WIPI

because we didn't know who we were.

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And what's happened is in each

case, what we've done is we've

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solved the real problem for a

specific niche in a vertical.

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And then we've really

created that use case study.

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We've created a testimonial.

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We've productized it and

create templates around it.

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And then we go to market in that

industry, but it is much more difficult.

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To come really wide and then have to

narrow down your focus, which is what

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we've done, but it is great for at this

stage in our company, because now we

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have someone focused in this vertical.

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It's almost like companies

within a company.

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Upendra Varma: Uh, so just help us

understand your customer base, right?

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So how many paying customers

are paying businesses?

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Do you have on your platform today?

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David Daneshgar: I think last I checked

somewhere in the neighborhood of six

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to 700 paid accounts right now, I think

the majority are, are more S and B.

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So it's like, let's say five to 10.

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Okay.

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A or R.

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So.

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Somewhere in the three, three plus

million, uh, ARR, uh, kind of as a

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company, but what's happening recently

is we're starting to see, like, we're

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trying to push up market, as I mentioned,

and we've now have some deals that we've

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either closed a couple that we've closed.

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We're in the conversation.

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They're like a hundred K plus error.

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And that picture is a

little bit different.

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It's not like going to an SMB and

just being like, when you do this.

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You pay someone, I don't know, let's

say you pay someone 40 grand to do

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that, and this software will do that,

and you know, if we charge you 10 or

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15 percent of that value, it's like

6K, or in the enterprise motion, it is,

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you want to build this off of existing

tools, you need several developers,

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it's going to take you a year or two.

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That's developer resources.

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So that's a lot of maintenance.

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Um, also communications like a messy

space like things go down or AT&

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T or T Mobile and you have to deal

with that that issue with Twilio.

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A lot of people just want to offload

that, especially at the enterprise level.

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Upendra Varma: So just help

us understand these six, 700

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accounts that you have, right?

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So do they belong to a particular,

you know, vertical niche or

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industry, or, or are they using

primarily for a certain use case?

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Or like, is it just spread

across the spectrum?

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David Daneshgar: It's it's spread across.

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What happened?

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Upendra Varma: and how does your

go to market motion, you know,

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you know, like how, what's,

what's the GTM motion here, right?

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So if it's spread, spread

across so well, right.

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How are you sort of driving

all of these leads to your.

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And then just,

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David Daneshgar: Yeah, our go to market

right now is actually no inbound.

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It's all it's 90 percent outbound.

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So it's a lot of cold, cold, cold email.

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So there's two ways to go at it.

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If you want to spread it wide.

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You might want to go at competitors.

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But, um, you know, you want to see

what you can drive someone value.

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You want to see where someone pays.

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I think what you start to do is

like, if you go after these verticals

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and you find niche A and, you know,

they're willing to pay more because

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you're driving them more value.

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Like what you actually end up doing,

this is like a more of a focus go

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to market is you're like, cool.

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I'm actually want to see if

I can create a case that can

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we get testimonials from you?

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Is there a trade show you go to,

is there a group you're a part of?

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And then they start to help you.

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And then you go from one to 10,

cause you've already validated.

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Wow.

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This is someone.

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And I think we validated based on,

on like, is it a daily use case?

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Is it usage?

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You want people where like, if

Whippy was to go down for one minute,

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like they can't run their business.

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So in our case for communication, we

want people that use this operationally.

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They use this as a daily use case.

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So when you find someone who's

willing to pay for that, then you like

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get a rep and you really focus and

those cold calls are very different.

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It's like, Hey David, who you might

know does X, Y, and Z with us.

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And it's resulted in this, do

you have time for a meeting?

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And you really then scale sales that way.

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So sometimes you go broad

to like catch some fish.

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But when you figure out, Oh,

this is actually something really

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meaningful, you really focus on that.

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And then you have a rep

really drive that vertical or

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Upendra Varma: give us a few

sort of cohorts, cohorts, right?

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So where you've been doing this,

maybe lawyers or whatever those

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segments that you really doubled

down on, just some examples.

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David Daneshgar: Yeah.

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Let's just take lawyers, for

example, since you mentioned it.

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So like,

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Upendra Varma: So I want to hear from your

data, like who those primarily are, like,

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David Daneshgar: Yeah.

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So let's take lawyers.

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So I think one good example of

lawyers is like there's many lawyers.

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There's family law.

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There's divorce law.

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There's personal injury.

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And I think of those, the personal

injury ones have been better

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because what ends up happening is

each case can be worth a million.

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So you also want someone where like the

wind can be a high ticket because then the

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time to realize ROI is quicker, correct?

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Um, you also want someone in a

competitive landscape because

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if you give them automation AI,

especially on a sales call, Okay.

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Like they won't care about the money.

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They want a competitive advantage

and you want a clear use case.

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So for them, for example, I know when

someone, you know, fills out a form

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on their website, if you can have a

voice or SMS AI bot come in and like

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quickly say, I want to triage this and

get you the right person, like that's

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the difference between like getting

or losing a million dollar case.

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So in that case, that's an example of,

you know, finding people on lawn and

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specifically focusing on the niche.

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And then when you do that in that example.

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We had a really good lawyer by the name

of Bob Simon, who has a lot of pull,

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who is really close in the industry and

became an ambassador for us as well.

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Mauro Fiori Jr., a big, big

lawyer here in Los Angeles.

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So that would be an example of really

going broad and then like really focusing.

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Upendra Varma: uh, makes sense, right?

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So, and like, how, how does

the sales cycle look, right?

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In your case, like how long does it take

to, you know, maybe close a typical deal?

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David Daneshgar: I think so.

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In our case, the sales cycle

in general, it depends on like

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those two different motions.

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I think in the enterprise world,

the reason so on the S and B world

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generally can be pretty quick.

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I mean, can be like, let's

just say 60 to 90 days.

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Let's say 60 days on average.

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But in the enterprise world,

the enterprise world that we're

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going after, it's generally

longer for one of two reasons.

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One a.

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m.

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They like to get in sandbox, test

stuff, test it with a location.

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So there's generally that, that motion.

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And then the second thing is they're

using a platform now in the enterprise.

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Well, they're generally like a

one or two year locked contract.

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So you're kind of doing things in a

microcosm until they get out of that.

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So I would say for the enterprise,

well, that we're living in, that's

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more like a one year sales cycle.

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Upendra Varma: Right.

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So, and, uh, and like, what's,

what's, what's the vision here?

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So how do you intend to grow?

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Like what's, what's the GT motion gonna

be for the next one or two years here?

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Is it still gonna be primarily outbound,

or are you working on any other,

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David Daneshgar: Yeah.

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Upendra Varma: more traffic?

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David Daneshgar: Other channels.

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I think that's the main thing this year.

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So the outbound was great.

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It's something that, like, I was the

only wrap and start in the beginning.

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Now we have three SDRs.

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But I think if you look at, like,

B2B channels, there are many of them.

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I think I'm proud of doing outbound first

because sometimes that's the hardest.

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It's also the most scalable.

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People do the others first,

like inbound or referrals.

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That's how most SaaS companies start.

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And I think that's difficult.

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So I like to do the difficult thing first.

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But no, I think now

there are other channels.

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So one obviously would be, like, inbound.

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Like, you know, doing more content,

um, for example, referrals,

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affiliates, channel partners, trade

shows, um, integration partnerships.

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So I think those are all things,

even the enterprise is a new motion.

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So I think those are new channels

that we're really pushing after.

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Um, we're, we're like right now looking

to hire like a, a marketing lead to help.

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Get some of those, I guess, organic

channels kind of started and they help

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by the way, I think one of the things

that they didn't think of them enough.

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And I think now I think of more is by

doing that stuff, it makes sales outbound

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easier because if you have good, and

we've created this, but the case studies,

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good marketing, a better website.

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More brand it makes

that call better, right?

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It makes even that sales

reps outbound process.

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So they work together.

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And I think that is the

big goal for this year.

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Upendra Varma: Talk about

the team here, David.

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Right?

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So how many engineers you've got on your

team and like, whatever, the rest of them

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David Daneshgar: So our team is

around, uh, it's probably in terms

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of engineers, there's 10 engineers.

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There's our partner, Jack Kennedy

work with me at bloom nation before

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phenomenal, phenomenal gentleman,

who's really just owned kind of product

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development and, and, and just really

taken us, I think, to the next level.

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I believe right now he has eight,

uh, potentially nine engineers.

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So I would say that's just

consider it for easy ratios.

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Just imagine that to be somewhere

around 40 to 50 percent of the company.

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And then on the other side, the

main places that you have are on,

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on sales and customer success.

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Those would be the other sides,

basically obviously bringing it

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on implementation, onboarding.

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And then that's, that's a big thing

I think we're pushing on as well.

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Is like, like, you know,

negative net retention.

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So in the B2B world, you have

like logo retention, which is just

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like, I have a hundred customers,

it's, it's, it's inevitable.

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Some are going to leave.

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You just got to take

that and learn from that.

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So let's say I go to 90 customers,

that's like a 90%, you know, uh, logo

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retention, but those 90 customers don't

pay me a dollar each, they pay me 2 each.

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So my a hundred dollars is now worth 180.

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Upendra Varma: And what's the NRR today?

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Uh, so what's your NRR network

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David Daneshgar: Yeah, I think

we're we're targeting actually,

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believe it or not, that was our

target, but was like 1 percent a

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month, negative 1 percent a month.

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So you're so, which is pretty big.

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So that may be too lofty.

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But I think kind of what we're

looking at is You know, I think

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we want to get to like a hundred

and we have some things coming up.

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So all the, all the net retention

upgrades, I've been purely usage based.

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So we're a usage based platform.

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So I would say probably for every a

hundred dollars that we brought in,

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we're trying to get a year later,

at least right now to let's say 120.

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That's kind of where we're at, but,

but I think that's just on usage.

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Now what's going to happen is we're

bringing other channels and those

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could be product upsells and that

could dramatically change that as well.

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But right now our kind of goal

is to target 1 percent a month.

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Upendra Varma: and like,

how long has it been, David,

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since you started the company?

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Like what's, what's the journey like?

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What's the backstory here?

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David Daneshgar: Yeah.

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So I would say, uh, bloom nation,

which was the last company.

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We scaled it to around a hundred people.

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I think the sales org was

around 40 and I think.

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AR was in that, you know, 10 to 20 million

range now here about three years ago

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with my partner, Jack Kennedy, a little

bit more, we didn't start with Whippy.

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We actually started like just getting back

into it and like consulting, like building

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websites, looking at problems and getting

on the inside of these local businesses.

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And I think that's where we saw

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Upendra Varma: So, so what happened

with the previous, previous business?

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Did you manage to sell it or

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David Daneshgar: No, it's still there.

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I'm still on the cap table.

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It's still, it's still, I think,

you know, actually, after I

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left, they'd raised more capital.

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So I think when I left, they'd raised

another, I don't know, 10 or 15 million.

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So, you know, it's I sit on the cap table.

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I kind of view it as I view it as like,

you know, uh, monopoly money until, you

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know, there's some type of material exit.

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Um, but that, I think that's helped

because where a lot of people

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Upendra Varma: why did you get

into, you know, typical consulting

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or helping out these people, like

where, where did that come from?

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Right.

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So why did you just go on

starting consulting business?

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Like what was the story there?

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David Daneshgar: well, I never want to

start a consulting business, but what

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I thought is, what we both thought

is, let's start to start, like, uh, my

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partner was helping to build just some

basic infrastructure for companies.

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I think we started with like

dentists and different stuff.

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I think the best thing to do is

like partner with them, build

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stuff and see their problems and

honestly see what they'll pay for.

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I think the one thing I've mentioned

on other podcasts that I've done is

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then the classic mistake of B2B founder

does is he goes to his friend and

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says, how much will you pay for this?

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Do you like this?

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Or sorry, do you, would you buy this?

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And they say, yes, everyone's going to

say yes, but when with these customers, we

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would say, Hey, we'll build you something.

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Here's our stripe link.

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Go ahead and purchase.

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And then we knew, okay,

they have a pain there.

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So, and then when we're inside, we're

like, what are your other pains?

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And we realized like a lot of

it was on the, on the messaging

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and communication front.

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Uh, and we'd go and sit at their

office and see people and like, and

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then the dad's example, I would call

them and like, say, Hey, actually,

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I want to book an appointment.

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Oh, actually, can you give me

a call later and no one would

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follow up or stuff like that.

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So I think we just saw gaps.

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And the only way to see that is.

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To almost act as a consultant for

the time being to really understand

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pains that people will pay for.

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I,

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Upendra Varma: And then when

did you actually move from that?

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You know, primarily started

focusing on enterprise fields.

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David Daneshgar: well, I think,

I think that wasn't even whippy.

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I mean that his name was Whippy, but that

was more like we were doing web builds and

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different stuff when we started moving to

the world now, which was messaging, you

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know, and our software does, you know, uh,

you know, a me mess, like team messaging.

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It does mass messaging, it

does automated messaging.

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Um, there's a bunch of integrations like.

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We probably started moving in that

direction a little more than two years

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ago, and that's when we really started

to see accounts go and we hit a couple

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of accounts that really helped us,

uh, supercharge error, uh, which were

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by the way.

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So the only way we could build

things is if people paid.

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Upendra Varma: And you've grown it to

grow past a million dollars, right?

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So in terms of PR.

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David Daneshgar: Yeah, we're at we're

above three now and where our goal is

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probably to be a 10 in the next 18 to

24 months is where we're trying to go.

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And I think that goes back

to the other question.

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I think outbound is a great channel,

but I think to do that in an economic

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climate like this, right, and still

stay bootstrap and lean, you do

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need to hit those other channels.

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Upendra Varma: And then, like,

where's this money going to come from?

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Is it from enterprise deals or is it

going to come, is it primarily from SMBs?

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:

David Daneshgar: No, I think

that's a good question too.

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:

So like when I started this year, we

created a, when we'd had our team meeting,

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:

rather than say, Hey, we're going to

bring in this revenue, each channel

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:

that someone is associated with had

an amount, even the customer success.

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I said, we expect to bring this much net

retention, like rent retention in the

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:

enterprise rep, this much revenue from

the SMB rep, this much revenue on like

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:

my end, which is like the partnerships.

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:

And like, let's just say like the trade

show or outside sales, this amount.

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:

So I think it's from all, and I think

we kind of put our estimates there and

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:

we kind of revisit them, but to get

there, I think a simple way to say that

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:

is like probably, I mean, outbound SMB

outbound has to be a little bit larger.

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:

Enterprise is something that

will get larger than that as we

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:

start to build more products.

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:

Enterprise really is, I

think, follow the leader.

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:

So in the enterprise world, it really is

important to have a couple people that

365

:

will go to back to you, and like their

competitors, like, I want that too.

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:

So I think to build those, those

things which we're doing now,

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:

you'll see a lag, a little bit of

a lag, and then you'll see a boost.

368

:

Upendra Varma: So when did you invest

in, you know, getting all of this

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:

compliance certifications, right?

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:

I see SOC2, HIPAA, all of it, right?

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:

And I see them as being add ons, right?

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:

So it looks like you've been planning all

of this enterprise solution for a while.

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:

So where did you invest in?

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:

What was the journey like?

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:

Yeah.

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:

David Daneshgar: That's

a good question too.

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:

Yeah.

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:

So like, um, that was early on.

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:

So early on, um, my co founder,

uh, well, we were looking at some

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:

enterprise accounts early on.

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:

And so we realized, you know, we have

to go through all those accreditations.

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And I think for HIPAA, we just, like,

I mean, to be even simple, like one

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:

of the people that wanted to use

this software early was my parents.

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:

And we're like, they're a doctor.

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:

So we just knew if we want to, you

know, you know, be a big company.

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:

And it happens to be one of

the verticals that we're having

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:

success in does use HIPAA.

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:

So, um, HIPAA is important

and SOC 2, you're correct.

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:

It was, um, us having the confidence to

say that we are going to go up market

390

:

and we want to get this, because that's

a, like, as you probably know, like,

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:

if you don't have those things, it's

just not a conversation to be had.

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:

Upendra Varma: Yeah.

393

:

Like, and how much did your cost cost

you in terms of money and the first rate?

394

:

So, I mean, a specific question,

but a lot of SAS founders are sort

395

:

of trying to make that decision.

396

:

They should be go for that or not.

397

:

It's going to cost us 40, 50

grand and it's going to take a

398

:

ton of developer time, right?

399

:

So is it worth for a

10 percent team, right?

400

:

So like, what, what, what's your

thoughts and like, what did, like,

401

:

what did you do in your case?

402

:

David Daneshgar: That was a

decision I have to give the

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:

onus to my, my co founder.

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:

Cause when we sat down, we

kind of talked about stuff.

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:

But I would say on a lot of the product

decision making, you know, I'm the CEO and

406

:

he's, we, we are, we are partners there.

407

:

And I think that's something that

he actually wanted to take on.

408

:

And I think while we had the

time to do that, you're right.

409

:

It was dev resources, but I have

a fanatical business partner

410

:

who is like, I can still do the

things I'm doing and do that too.

411

:

And so I was like, when do you sleep?

412

:

And he's like, I'm not

looking to sleep right now.

413

:

Like I'm looking to get

all this stuff done.

414

:

So if you have someone that is that

motivated, like, what do you tell them?

415

:

Do you tell them?

416

:

No, let's wait.

417

:

No, no.

418

:

You, you go with the, you go

with the power, go with the

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:

Upendra Varma: David, yeah.

420

:

One last question.

421

:

Right.

422

:

So do you, are you going to stay

bootstrapped or do you plan to

423

:

raise on any external funding?

424

:

David Daneshgar: No, I think

we, we plan to stay bootstrap.

425

:

I think, I think it's given us the

power to make the right decisions.

426

:

Like I think if we raise money, um, I've

just seen it where it's like, like, Oh,

427

:

this is not going well, the sales motion.

428

:

Oh, let's just wait.

429

:

You can't bleed money anymore.

430

:

I think if we were to ever take money, it

would be something that would be like a

431

:

liquidity event unless, unless like there

is a very clear reason to take money.

432

:

Like, Oh, there's this industry

and like the competitor, it's

433

:

going to take them one year to

catch up and there's 10 million

434

:

and they are there 5 million error.

435

:

The only way to grab that in the

next year is to like scale X.

436

:

That would be a good example, but

there has to be a high return on

437

:

investment because when you do that,

I do think you give up some of the

438

:

optionality that you have as a company.

439

:

Upendra Varma: Yeah, that

makes a lot of sense.

440

:

Thank you.

441

:

Thank you, David.

442

:

Thanks for taking the

time to talk to me, right?

443

:

Hope you scale PPP to

much, much greater heights.

444

:

David Daneshgar: Thank you.

445

:

Thank you.

446

:

Glad to be here.

447

:

Thank you.

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