Artwork for podcast The Start, Scale & Succeed Podcast
Lead a Transformation, Manage a Demise, or… with Chip Scholz (stage 5) - Ep. 385
Episode 38514th April 2026 • The Start, Scale & Succeed Podcast • Scott Ritzheimer
00:00:00 00:18:17

Share Episode

Shownotes

In this powerful episode, Chip Scholz, Founder and Owner of Scholz and Associates Inc., shares how stage 5 CEOs must lead transformation or risk managing decline. If you feel worn out, stuck maintaining success, or tempted to coast in your current comfort zone, you won't want to miss it.

You will discover:

- Why staying in neutral as CEO inevitably leads to stagnation or demise

- How to shift from doing everything yourself to building a people-first, performance-driven culture

- What small intentional decisions create the clarity and energy needed for the next level

This episode is ideal for for Founders, Owners, and CEOs in stage 5 of The Founder's Evolution. Not sure which stage you're in? Find out for free in less than 10 minutes at https://www.scalearchitects.com/founders/quiz

Today’s guest is Chip Scholz — executive coach, storyteller, and author. His fourth book, Small Decisions, Big Shifts: Navigating Life On Your Terms, was released on October 2. His next book, Every Dog Has Its Day, will be released in March 2026, and he is currently working on Handoffs, due out in early 2027. For decades, Chip has helped leaders cut through complexity, find real clarity, and make the small, intentional choices that create massive change. He’s known for turning big ideas into practical moves you can use right away—and for reminding us that the life we want is built one small decision at a time.

Want to learn more about Chip Scholz's work at Scholz and Associates Inc? Check out his website at https://scholzandassociates.com/

Connect with Chip through his LinkedIn at https://www.linkedin.com/in/chipscholz/

Get his book Every Dog has Its Day on Amazon at https://www.amazon.com/Every-Dog-Has-Its-Day/dp/1612063993/ and on BN at https://www.barnesandnoble.com/w/every-dog-has-its-day-chip-scholz/1149675072

Mentioned in this episode:

Take the Founder's Evolution Quiz Today

If you’re a Founder, business owner, or CEO who feels overworked by the business you lead and underwhelmed by the results, you’re doing it wrong. Succeeding as a founder all comes down to doing the right one or two things right now. Take the quiz today at foundersquiz.com, and in just ten questions, you can figure out what stage you are in, so you can focus on what is going to work and say goodbye to everything else.

Founder's Quiz

Transcripts

Scott Ritzheimer:

Hello, hello and welcome. Welcome once again

Scott Ritzheimer:

to the Start scale and succeed podcast. It's the only podcast

Scott Ritzheimer:

that grows with you through all seven stages of your journey. As

Scott Ritzheimer:

a founder, I'm your host, Scott Ritzheimer, and one of the

Scott Ritzheimer:

hardest parts about being a CEO is that your organization is not

Scott Ritzheimer:

going to stay still. As our guest today, Chip Scholz will

Scott Ritzheimer:

share you will either lead a transformation or find yourself

Scott Ritzheimer:

managing a demise. But for those of you who are leaders in that

Scott Ritzheimer:

stage five, CEO stage, there might be a third option, and

Scott Ritzheimer:

Chip's going to help us figure all this out. Who is chip? He is

Scott Ritzheimer:

an executive coach, a storyteller and an author. His

Scott Ritzheimer:

fourth book, small decisions, big shifts, navigating life on

Scott Ritzheimer:

your terms, was released in October of last year. His next

Scott Ritzheimer:

book, Every dog has its day, just came out in March, and he's

Scott Ritzheimer:

currently working on handoffs, which is due to be out in early

Scott Ritzheimer:

2027 for decades, chip has helped leaders cut through

Scott Ritzheimer:

complexity, find real clarity and make the small, intentional

Scott Ritzheimer:

choices that create massive change. He's known for turning

Scott Ritzheimer:

big ideas into practical moves that you can use right away, and

Scott Ritzheimer:

for reminding us that life, that the life that we want, is built

Scott Ritzheimer:

one small decision at a time. Here with us today. Chip,

Scott Ritzheimer:

welcome to the show. Glad to have you here.

Chip Scholz:

Scott, thank you very much for having me.

Scott Ritzheimer:

I've been admiring, jealously your

Scott Ritzheimer:

handiwork behind you. That's probably another conversation

Scott Ritzheimer:

for another time, but it's beautiful. You made most or all

Scott Ritzheimer:

of that. Is that right?

Chip Scholz:

Probably 98% of it, yes,

Scott Ritzheimer:

Wow, wow. Fantastic, fantastic. It's woven

Scott Ritzheimer:

through the book that just came out. I highly recommend it.

Scott Ritzheimer:

We're gonna talk about something a little bit different today,

Scott Ritzheimer:

and I wanna dive right into this, because it's a big topic,

Scott Ritzheimer:

and we try and keep these episodes nice and short and

Scott Ritzheimer:

sweet. And so let's start with this first big idea out of the

Scott Ritzheimer:

gate, and that is that you really stand by this principle

Scott Ritzheimer:

that you're either leading a transformation or managing a

Scott Ritzheimer:

demise. There's no neutral gear. Why does that happen inside of

Scott Ritzheimer:

the organizations that we lead?

Chip Scholz:

Well, I had heard a long time ago that you're either

Chip Scholz:

growing or you're dying, and this is kind of a way of talking

Chip Scholz:

about it, even even more. And I find, especially when you're

Chip Scholz:

talking about that fifth stage, that there's, there's a big

Chip Scholz:

difference between leadership and management. And leadership,

Chip Scholz:

to me, is about people. Management is about things. You

Chip Scholz:

manage budgets, you manage projects, you manage all kinds

Chip Scholz:

of things, time and attendance and that kind of thing. But if

Chip Scholz:

you're a CEO in that in that stage where you know the

Chip Scholz:

business is growing. Things are moving. It's more about leading,

Chip Scholz:

and that goes to the point where you get to the point where

Chip Scholz:

you've got to get away from thinking in terms of what you do

Chip Scholz:

as a founder to who you are as a founder. You have to think about

Chip Scholz:

the culture.

Scott Ritzheimer:

Yeah, yeah, it's a fascinating thing. And I

Scott Ritzheimer:

think it's something that, especially early on as a

Scott Ritzheimer:

founder, there's kind of not an option, like, it's just constant

Scott Ritzheimer:

transformation and change and growth, and it's pretty obvious

Scott Ritzheimer:

that you you have to go, but at this stage five, I think that

Scott Ritzheimer:

becomes less obvious. Like, there are a lot of things that

Scott Ritzheimer:

are really comfortable about this stage and this level of

Scott Ritzheimer:

success, and there's also way more that needs continuous

Scott Ritzheimer:

management and being propped up and moved along and kept moving.

Scott Ritzheimer:

I think, is it Ed Catmull, who talks about feeding the monster

Scott Ritzheimer:

and this idea that, like, there's just so much to manage,

Scott Ritzheimer:

and what I've seen happen for folks at this stage, and maybe

Scott Ritzheimer:

you've seen it too, is we just kind of get tired. We just kind

Scott Ritzheimer:

of get tired of hanging on to all of this and and so what

Scott Ritzheimer:

would you say to a leader who's there? They're in Stage Five.

Scott Ritzheimer:

They're very successful, but they're just kind of worn out.

Chip Scholz:

Get good people and start trusting good people

Chip Scholz:

instead of trying to do everything yourself, because you

Chip Scholz:

can't do everything yourself. And I don't care whether it's

Chip Scholz:

100 person firm or a 200 or a 500 or 1000 person firm, you

Chip Scholz:

can't do it all yourself, and trying to do it all yourself is,

Chip Scholz:

you know, going to put you in an early grave and going to burn

Chip Scholz:

you out. And so, you know, it's, it's again, leadership is about

Chip Scholz:

people. It's about and I find the best cultures, especially in

Chip Scholz:

in entrepreneurial companies, the best cultures are people

Chip Scholz:

first, or people oriented and performance driven. So you can't

Chip Scholz:

forget about performance. You got to make sure that you're

Chip Scholz:

you're paying the bills, but it's got to be around people.

Chip Scholz:

And if you're, if you're taking the time to develop your people,

Chip Scholz:

if you're taking the time to to let go. One famous example of

Chip Scholz:

this is I work with a. Company called Haskell in Florida, and a

Chip Scholz:

great company, best culture I have ever been around. Company's

Chip Scholz:

been around for 60 plus years, and it was founded by a guy

Chip Scholz:

named Preston Haskell. And Preston was really bright. He

Chip Scholz:

was a Harvard and a Yale guy, and he moved south and started a

Chip Scholz:

business completely from scratch, and really created the

Chip Scholz:

whole design, build, construction industry. At about

Chip Scholz:

60 years old, he decided to step back, and he actually hired a

Chip Scholz:

CEO. So he still stayed very active and involved in the

Chip Scholz:

business, and still is marginally involved. He's in his

Chip Scholz:

his late 80s at this point, but he had, he had the insight, the

Chip Scholz:

wisdom to be able to let go and and you know, you've heard many

Chip Scholz:

examples of people that are really good at entrepreneurial

Chip Scholz:

really good at startups, but not so good at running a company.

Chip Scholz:

And you know, if you can't make that transition, you got to find

Chip Scholz:

other ways of doing it.

Scott Ritzheimer:

Yeah, one of the things that's neat about

Scott Ritzheimer:

this stage is is stepping out of your role as founder and CEO.

Scott Ritzheimer:

You never really step out as founder, but as CEO in

Scott Ritzheimer:

particular, oftentimes in earlier stages that that feels

Scott Ritzheimer:

like you've fallen short or you've not, kind of you made it,

Scott Ritzheimer:

but at this stage, it's exactly what you need to do to get to

Scott Ritzheimer:

the next stage. Stepping out of the way and letting someone else

Scott Ritzheimer:

take the reins is exactly what you need to do to get to stage

Scott Ritzheimer:

six, that owner stage and and so how can we how can we use this

Scott Ritzheimer:

idea of you're either leading or transformation or managing a

Scott Ritzheimer:

decline to help inform the timing of when it's the right

Scott Ritzheimer:

time to take that step back?

Chip Scholz:

I think that's more art than science. You know,

Chip Scholz:

because is it when you top 100 million in revenue, or is it

Chip Scholz:

when you top 50 million? Or is it, is it with them, when you

Chip Scholz:

have 1000 employees, you know, it's got to feel right. It's got

Chip Scholz:

to I'll tell you, the best way to know is to to see your

Chip Scholz:

decision making flow. And if your decision making flow is

Chip Scholz:

slowing down, then it's time because, because that means that

Chip Scholz:

everything's settling on your desk. I worked with a company

Chip Scholz:

several years ago that had new CEO come in, and he replaced a

Chip Scholz:

guy that had been there for 30 years as a CEO, and he was an

Chip Scholz:

old Scotsman, and he ran the company with a completely

Chip Scholz:

controlling hand. You couldn't spend 100 bucks, his senior

Chip Scholz:

staff could not spend 100 bucks without asking him first, wow,

Chip Scholz:

so the new guy comes in, and he didn't know any of this and and

Chip Scholz:

so he he found that the people that were on a senior staff

Chip Scholz:

couldn't make a decision, and the company was hamstringed at a

Chip Scholz:

certain revenue level and a certain growth because nobody

Chip Scholz:

could make a decision. And, you know, he started to work with

Chip Scholz:

them. Started bringing in people like me and other people to to

Chip Scholz:

help them with learning to make the decision. About half of them

Chip Scholz:

couldn't make it and and so he had to replace half of them.

Chip Scholz:

About half of them did. But it was, it was that whole

Chip Scholz:

spreading, the decision making being more nimble. Because as

Chip Scholz:

you grow, you become less nimble. And you know, a lot of

Chip Scholz:

that, that less nimble resides in you.

Scott Ritzheimer:

Yeah, it really does. It's an interesting

Scott Ritzheimer:

point, because I think there's, there's kind of two primary

Scott Ritzheimer:

criteria for whether you you as the founder, should stay on as

Scott Ritzheimer:

CEO and and I think it has a lot less to do with skills. Most of

Scott Ritzheimer:

the founders I know can learn the skills if they want to,

Scott Ritzheimer:

right? But what I've found is really, really important, is one

Scott Ritzheimer:

that they have a compelling vision for the future, right?

Scott Ritzheimer:

Sometimes you can take a couple of, you know, just hard seasons,

Scott Ritzheimer:

and they can really set you back, or or you start dreaming

Scott Ritzheimer:

about something else, beyond work, and you start to just lose

Scott Ritzheimer:

sight of that vision. So you have to have a vision,

Scott Ritzheimer:

compelling vision, for the future. And then I think you

Scott Ritzheimer:

have to have the energy to pursue it, right? It to use your

Scott Ritzheimer:

language. You're going to lead a transformation to get there. And

Scott Ritzheimer:

sometimes we look at that and it's like, wow, that's just one

Scott Ritzheimer:

transformation too many. Like, I can see it. I'd love to get

Scott Ritzheimer:

there, but I don't think I have the energy to do that. Have you

Scott Ritzheimer:

seen that show up in your world?

Chip Scholz:

Yeah. So, you know, most of my clients are family

Chip Scholz:

businesses and and several of them are second or third or even

Chip Scholz:

fourth generation. In fact, in one case, it's fifth generation

Chip Scholz:

and yeah, yeah, which is really rare to get along with that. But

Chip Scholz:

you know what happens, especially as as the leaders of

Chip Scholz:

these organizations age, is they get old and scary. You know?

Chip Scholz:

They they lose their edge and. They lose their appetite for

Chip Scholz:

wanting to scale. They lose their their appetite for wanting

Chip Scholz:

to invest in the business. And you know, it's, it's, it's sad

Chip Scholz:

to see that's part of the reason I wrote handoffs is, is because

Chip Scholz:

I've watched it so many times. I've seen so many examples. And

Chip Scholz:

the funny story is that I've shared some snippets of the

Chip Scholz:

story with a couple of my owners and founders, and they all go,

Chip Scholz:

did you write that about us? Yeah, well, no, I just wrote it

Chip Scholz:

about a whole bunch of different but you know, that's that's also

Chip Scholz:

part of the thing that you have to watch out for, is, is okay,

Chip Scholz:

when is it time to make the handoff?

Scott Ritzheimer:

Yeah. It also brings me to another question

Scott Ritzheimer:

that I was thinking really as I was, I was thinking through this

Scott Ritzheimer:

kind of mindset that you present, but how does this help

Scott Ritzheimer:

us choose the next person as well. Because what I've found is

Scott Ritzheimer:

there's a temptation to kind of get somebody who will not screw

Scott Ritzheimer:

it up, but doesn't that set us up to most of the time land on

Scott Ritzheimer:

managing a decline.

Chip Scholz:

I'll go back to Preston for a second. Preston

Chip Scholz:

was brilliant about this. He still had a great deal to do

Chip Scholz:

with the business, but he he pretty much gave the next person

Chip Scholz:

in the CEO spot, and that person was there for 17 years. So, you

Chip Scholz:

know, he gave him the full trust and confidence and and that's a

Chip Scholz:

big part of it, you know, it just really depends. Do you have

Chip Scholz:

the homespun talent to be able to do that, or do you need to go

Chip Scholz:

outside? And you know, if you're going outside, then you're going

Chip Scholz:

to want people that aren't like you. You know, I there was a

Chip Scholz:

company I worked with a long time ago that that had the

Chip Scholz:

hiring system. It was called plus, and plus was people like

Chip Scholz:

us, and it's like, wait a minute, do you really want

Chip Scholz:

people like us? I mean, you know, yeah, okay, some of the

Chip Scholz:

fire in the belly and things like that, but, but do you want

Chip Scholz:

everybody to be the same? Do you want, you know, do you want a

Chip Scholz:

mini me and and, no, you don't want a mini me. You want

Chip Scholz:

somebody that can, that can compliment and, by the way, you

Chip Scholz:

know, you're not planning on stepping back, and it depends

Chip Scholz:

on, on when that happens, but, but even if you are planning on

Chip Scholz:

stepping back, then you even want somebody that is, you know,

Chip Scholz:

that's going to take it in a new direction, that's going to take

Chip Scholz:

and grow the company.

Scott Ritzheimer:

Yeah, yeah, it's so good, so good chip.

Scott Ritzheimer:

There's a question that I have for you, and then I want to make

Scott Ritzheimer:

sure folks know how they can get in touch with you. But first the

Scott Ritzheimer:

question, and that is, what is the biggest secret you wish

Scott Ritzheimer:

wasn't a secret at all. What's that one thing you wish

Scott Ritzheimer:

everybody watching or listening today knew?

Chip Scholz:

You know, I don't know exactly how to say it, but,

Chip Scholz:

but I will say that my observation is when people start

Chip Scholz:

believing their own bad things happen. And, and the the term is

Chip Scholz:

hubris and, and I've seen that so many times, where people

Chip Scholz:

thinks that they know all the answers, and they they have all

Chip Scholz:

the answers, and they have to have all the answers. And, and I

Chip Scholz:

don't know, you know, it's, it's like, it's like Adele. I mean,

Chip Scholz:

is it Adele put any good music out since she got happy, you

Chip Scholz:

know? And so and so you get, you get fat and happy, and you get

Chip Scholz:

complacent, and you start to believe your own you start to

Chip Scholz:

believe your own press. You start to believe your own PR

Chip Scholz:

department and and bad things happen there. And so I, I wish

Chip Scholz:

people would would recognize when that is is on its way, and

Chip Scholz:

be able to back up and and recenter. So I'll talk about

Chip Scholz:

Haspel again. There's a current CEO, guy named Jim O'Leary, and

Chip Scholz:

he's, he's an incredible leader, just an incredible leader. And

Chip Scholz:

he's the third CEO, so he came after the founder and the first

Chip Scholz:

CEO. He still goes by every morning before he goes to the

Chip Scholz:

office and plays with his grandkids. Think about that.

Chip Scholz:

Whenever he's in town, he stops by and plays with his grandkids.

Chip Scholz:

Isn't that grounding, you know? Yeah, and he leads that way. He

Chip Scholz:

leads with a lot of heart. So, you know, I've gotten some great

Chip Scholz:

examples, and I love working with a company

Scott Ritzheimer:

That's fantastic, fantastic chip. I

Scott Ritzheimer:

know that there's some founders and owners and leaders listening

Scott Ritzheimer:

today who'd love to hear more. Maybe get a copy of one of your

Scott Ritzheimer:

books, or even find out about what it's like to work with you.

Scott Ritzheimer:

Where can they find out more?

Chip Scholz:

The books are on Amazon. Amazon and the audio

Chip Scholz:

books are on several different platforms, Spotify, it's not an

Chip Scholz:

Amazon, but on Spotify, on Barnes and noble.com Kobo and a

Chip Scholz:

number of other ones. You can get in touch with me through my

Chip Scholz:

website, at Scholes and associates.com, all spelled out,

Chip Scholz:

and I'm on LinkedIn and Facebook and Instagram and so yeah, I'm

Scott Ritzheimer:

Fantastic, fantastic. Well, Chip, thank you

Scott Ritzheimer:

so much for being on and sharing with us today. I really, really

Scott Ritzheimer:

appreciate it. It was an honor having you here. And for those

Scott Ritzheimer:

of you watching and listening, you know your time and attention

Scott Ritzheimer:

mean the world to us. I hope you got as much out of this

Scott Ritzheimer:

conversation as I know I did, and I cannot wait to see you

Scott Ritzheimer:

next time. Take care.

Follow

Links

Chapters

Video

More from YouTube