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From Owner to Investor with Saul Cohen (stage 5) - Ep. 383
Episode 3837th April 2026 • The Start, Scale & Succeed Podcast • Scott Ritzheimer
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In this strategic episode, Saul Cohen, Partner / CEO of The Expert Eye, shares how to shift from operator to investor mindset for long-term freedom. If you struggle with feeling stuck in daily operations despite success in stage 5, you won't want to miss it.

You will discover:

- Why your identity as an operator must evolve before you can thrive as an investor.

- How to assess your business monthly like an external investor to gain fresh perspective.

- What team additions (beyond C-suite) help you think in portfolios instead of one business.

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

Saul Cohen is an experienced accountant and acquisitions advisor with a career spanning PwC and leadership roles at The Expert Eye. He helps established entrepreneurs transition from business operators to investors by providing strategic financial guidance, including tax planning, acquisitions, and business exits. Saul primarily works with business owners earning £1M+ annually, helping them optimize their wealth, plan successful exits, and achieve long-term financial freedom. He combines technical expertise with practical strategies to empower entrepreneurs to build lasting value, reclaim their time, and create a meaningful legacy.

Want to learn more about Saul Cohen's work at The Expert Eye? Check out his website at https://theexperteye.co.uk/

Connect with Saul through his LinkedIn at https://www.linkedin.com/in/cohensaul/

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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 I want to talk

Scott Ritzheimer:

to those of you who aren't in active founder mode anymore.

Scott Ritzheimer:

You've you've built a successful business, maybe you've led a

Scott Ritzheimer:

successful nonprofit, and now you've stepped back from the day

Scott Ritzheimer:

to day, and you may be discovering that being a great

Scott Ritzheimer:

operator, being a great owner, is very different from being a

Scott Ritzheimer:

great investor. They're two very different skill sets, and it's

Scott Ritzheimer:

such an interesting challenge, because you've kind of for the

Scott Ritzheimer:

first time in this whole journey, you have both wealth

Scott Ritzheimer:

freedom and time freedom. And on some days, if we're honest with

Scott Ritzheimer:

ourselves, it's actually kind of terrifying. Like, what do you

Scott Ritzheimer:

do? You get this Ricky Bobby moment. What do you do with my

Scott Ritzheimer:

hands? And so what we're going to do, we're going to explore

Scott Ritzheimer:

what exactly you can do to make this shift from owner to

Scott Ritzheimer:

operator. And you don't want to hear me blab about it. So we've

Scott Ritzheimer:

got an excellent guest for you today, whose name is Saul.

Scott Ritzheimer:

Cohen. Saul is an experienced accountant and acquisitions

Scott Ritzheimer:

advisor with a career spanning PWC and leadership roles at the

Scott Ritzheimer:

expert eye. He helps established entrepreneurs transition from

Scott Ritzheimer:

business operators to investors by providing strategic financial

Scott Ritzheimer:

guidance, including tax planning acquisitions and business exits.

Scott Ritzheimer:

Saul primarily works with business owners earning over a

Scott Ritzheimer:

million dollars or pounds, I should say, annually, joining us

Scott Ritzheimer:

from the other side of the pond here and helping them to

Scott Ritzheimer:

optimize their wealth, plan successful exits and achieve

Scott Ritzheimer:

long term financial freedom. He combines technical expertise

Scott Ritzheimer:

with practical strategies to empower entrepreneurs to build

Scott Ritzheimer:

lasting value, recreation, reclaim their time and create a

Scott Ritzheimer:

meaningful legacy. And he's here with us today. Saul, welcome to

Scott Ritzheimer:

the show. Glad to have you here. Here. I love this topic because

Scott Ritzheimer:

I have seen it work really, really well for founders. I've

Scott Ritzheimer:

seen it work really, really poorly for some founders as

Scott Ritzheimer:

well. What's the difference between those who thrive as

Scott Ritzheimer:

investors from those who maybe even run the risk of losing it

Scott Ritzheimer:

all?

Saul Cohen:

I think fundamentally, it's an identity

Saul Cohen:

piece, actually, because I think, you know, entrepreneurs

Saul Cohen:

are impressive people, successful entrepreneurs even

Saul Cohen:

more so. And I think it takes a lot to be a successful

Saul Cohen:

entrepreneur and to see out that journey to a successful exit.

Saul Cohen:

And I think fundamentally, if you've made that, if you've rode

Saul Cohen:

that journey at whatever level it was, you know, if you've

Saul Cohen:

achieved that success over 20 years, even if that was to

Saul Cohen:

provide a good, comfortable life for your family, you're living a

Saul Cohen:

good life in retirement. You are the top 1% probably in a top

Saul Cohen:

naught point one naught point 5% you know like you're in that top

Saul Cohen:

bracket, you're an impressive person, and I think that's

Saul Cohen:

important to recognize, because generally, those successful

Saul Cohen:

entrepreneurs are incredibly humble people and and the

Saul Cohen:

interesting thing that I've I've picked up over the years, is the

Saul Cohen:

shift is primarily in their own identity, and that the person

Saul Cohen:

they need to be and the appreciation that this new

Saul Cohen:

person needs to learn new skills and operate in a slightly

Saul Cohen:

different manner.

Scott Ritzheimer:

I don't know that I could describe what has

Scott Ritzheimer:

to happen in every level better than that, because it is. It's a

Scott Ritzheimer:

new set of skills, and it comes from a new understanding of who

Scott Ritzheimer:

you are, or a deeper understanding of who you are. I

Scott Ritzheimer:

think would be even more accurate when we're talking

Scott Ritzheimer:

about this, this identity shift from operator to investor. Where

Scott Ritzheimer:

do you see folks getting hung up?

Saul Cohen:

I think sometimes it's letting go. But I'm

Saul Cohen:

reluctant to say letting go, because I know that every

Saul Cohen:

listener is going to say, No, I want to let go. I love

Saul Cohen:

delegating responsibility, and you know, that's what I want to

Saul Cohen:

do, but I think they find it hard to let go in a way that

Saul Cohen:

enables to let go in a way in which they retain power and

Saul Cohen:

control over the business and over the destination, and that,

Saul Cohen:

I think, is, where is the skill set that's needed. It's and that

Saul Cohen:

often comes from reporting and, you know, understanding the

Saul Cohen:

right numbers. And it's, I suppose it is. Generally, most

Saul Cohen:

entrepreneurs are very creative. You know, people type people.

Saul Cohen:

You know, they love talking to people. They love meeting

Saul Cohen:

people. They love sales, they they love coming up with ideas.

Saul Cohen:

And they're not very numbers driven, right? They're not, they

Saul Cohen:

don't love dealing with KPIs. And you know, holding people to

Saul Cohen:

make, making, holding people accountable to their.

Saul Cohen:

Performance by a number, and it's not in their nature. And so

Saul Cohen:

I think they struggle to come up with the right numbers. And I

Saul Cohen:

always say to people that I work that are my clients and people

Saul Cohen:

that we work with, I always sort of say to them, actually, it's

Saul Cohen:

stop thinking about it in terms of thinking you need to do this,

Saul Cohen:

and start thinking about who do you need in your team who can

Saul Cohen:

hold everyone accountable so you can, you can do this. And often,

Saul Cohen:

that's it's the CFOs role, right? And the CFO will, will be

Saul Cohen:

the guy and you say, right, you know, or the woman who comes in

Saul Cohen:

and they say, right, here's, everyone's got their own PNL.

Saul Cohen:

And these are the three numbers that everyone in the

Saul Cohen:

organization has to have. Sometimes that's the COO

Saul Cohen:

sometimes that's the CFO, between them, you know, if we're

Saul Cohen:

thinking about that, the C suite. And I think is that move

Saul Cohen:

to move into C suite. I think the other thing that I'd

Saul Cohen:

mentioned, obviously, so I'm lucky enough to have done this

Saul Cohen:

at many levels. And one of the interesting things that I

Saul Cohen:

noticed when I left VWC and moved into the small, medium

Saul Cohen:

business world is that there are many individual, family run

Saul Cohen:

businesses, or, you know, a sole entrepreneur type business at

Saul Cohen:

the sort of 1 million, 2 million, even 10 million,

Saul Cohen:

revenue type mark in the US, it might Be a little bit different,

Saul Cohen:

maybe, let's say, like 15, 20 million mark. But above that, it

Saul Cohen:

becomes incredibly rare to find a an entrepreneur who has taken

Saul Cohen:

the business from day dot 200 million, 150 1 billion. You

Saul Cohen:

know, that sort of size company norm on their own. Normally,

Saul Cohen:

they've done so with outside investment, with other people

Saul Cohen:

who've bought in and way of understanding and an

Saul Cohen:

operational, you know, know how of what it means to take that

Saul Cohen:

the business on those journeys. And I do think it's an

Saul Cohen:

incredible like, yeah, as you say, every, every level,

Saul Cohen:

entrepreneurs just have to learn so much. And yeah, I think this

Saul Cohen:

is probably one of the biggest jumps in terms of saying I'm an

Saul Cohen:

owner operator to I'm an investor, because it changes so

Saul Cohen:

much about your identity and also about your day to day.

Scott Ritzheimer:

Yeah, here's one of the the, I guess,

Scott Ritzheimer:

seemingly subtle but really important shifts that I see

Scott Ritzheimer:

folks make, and it's, it's probably most simply put as a

Scott Ritzheimer:

shift from one to many. When you're the founder owner, your

Scott Ritzheimer:

job is to lead your organization, singular, your

Scott Ritzheimer:

business singular. When you shift out of that stage of being

Scott Ritzheimer:

the CEO being the one who's leading the enterprise. If you

Scott Ritzheimer:

don't stop thinking in terms of just that one organization,

Scott Ritzheimer:

you're going to get in the way right, or you're going to get

Scott Ritzheimer:

really bored. And that's even worse. And so how do you help

Scott Ritzheimer:

folks to kind of lift their gaze? That's, that's, you know,

Scott Ritzheimer:

historically been confined, at least to some extent, by their

Scott Ritzheimer:

business, to be able to think in terms of businesses or as an

Scott Ritzheimer:

investor with a portfolio mindset.

Saul Cohen:

It's interesting, because I think it's a great,

Saul Cohen:

fantastic question, and I think it's really common, and the most

Saul Cohen:

common way in which I see people do it is they the way

Saul Cohen:

entrepreneurs learn everything is just through stumbling around

Saul Cohen:

and, you know, figuring it out. You know, maybe they set a

Saul Cohen:

business, they decide they want to get back into it, and they

Saul Cohen:

reach a level of success much faster because they know the

Saul Cohen:

journey, and they they already start naturally thinking,

Saul Cohen:

because they're comparing the two businesses that they've run

Saul Cohen:

in their own experience and suddenly, like it's just like a

Saul Cohen:

natural switch and a natural progression. And that's the most

Saul Cohen:

common way in which it's done. I think the best way that I've

Saul Cohen:

ever seen it being done is people taking time out of their

Saul Cohen:

first business. They take time out they plan in their first in

Saul Cohen:

their existing business, they stop for maybe one day a month,

Saul Cohen:

or, you know, some people I know are doing this, you know, once a

Saul Cohen:

week, even depending on on the level and what's feasible. But

Saul Cohen:

you stop at least one day a month, and you go outside of the

Saul Cohen:

business, find a nice environment to work in, and you

Saul Cohen:

you sit down with like a, essentially a check in, and you

Saul Cohen:

assess your business as an investor. Now the best way to do

Saul Cohen:

that a level above that would be to do it with a mentor or

Saul Cohen:

someone who is already an investor, maybe like an SME type

Saul Cohen:

investor or an angel, or, you know, a friend that you know who

Saul Cohen:

who's already exited, and you know someone who could be a

Saul Cohen:

mentor and just sort of guide you through that process, but

Saul Cohen:

actually you do that from an outsider's point of view, and

Saul Cohen:

say, right? How would an outsider assess my business

Saul Cohen:

right now? What would what are the strengths? What are the

Saul Cohen:

weaknesses? What are the opportunities? What threats are

Saul Cohen:

they seeing? What is the single biggest bottle? Neck. And I

Saul Cohen:

think, honestly, I do this personally in my business, and

Saul Cohen:

it's just, it's incredible the perspective that you get when

Saul Cohen:

you do that, and you take that time, and you just so anyway,

Saul Cohen:

operationally, it's fantastic. But in terms of changing your

Saul Cohen:

own headspace, I think that's amazing as well, because you

Saul Cohen:

start acting as an investor, and it's only a small amount of

Saul Cohen:

time, one day a month, you know, again, really important. You're

Saul Cohen:

not contactable by the team. You're completely switched off

Saul Cohen:

from the business. But it allows you that ability, that one day a

Saul Cohen:

month, to step into the world of of your next level and and once

Saul Cohen:

you do that, then you start learning more about how you want

Saul Cohen:

the investor that you want to become.

Scott Ritzheimer:

Yeah. So you've you've mentioned getting

Scott Ritzheimer:

help and having someone come alongside you a couple of times

Scott Ritzheimer:

throughout this. Now, I think this is another one of those

Scott Ritzheimer:

really big differences between level five CEO stage and level

Scott Ritzheimer:

six owner stages, who your team is, right? We talked about COO

Scott Ritzheimer:

and CFO, and those are really instrumental roles on an

Scott Ritzheimer:

executive team. But being in level six, you need other folks

Scott Ritzheimer:

who are outside of that business to help you engage outside of

Scott Ritzheimer:

that business. Who do you see folks bringing onto their team,

Scott Ritzheimer:

after their executive team?

Saul Cohen:

After C suite? You mean, yeah, well, often it's,

Saul Cohen:

well, it's one of two, two things. We're either bringing on

Saul Cohen:

experience, or we're bringing on finance. Experience is great

Saul Cohen:

because it means that you don't dilute your equity. And in

Saul Cohen:

someone can give you some know how and and knowledge. And

Saul Cohen:

essentially, it's like a coach at a different level. And you

Saul Cohen:

know, you might have a non Executive Director, or someone

Saul Cohen:

who's been there, done that they've seen a couple of exits

Saul Cohen:

in your industry, type, type person, incredibly valuable. And

Saul Cohen:

it allows you to, it allows you to morph into that role in a

Saul Cohen:

more gradual way. And it will again, fundamentally change your

Saul Cohen:

business. The other way will be when people sell out. So if they

Saul Cohen:

sell out to private equity, or they sell out to an individual

Saul Cohen:

investor, I think that that's really valuable, because those

Saul Cohen:

people are by nature of the fact that they are investors. They're

Saul Cohen:

people who have been there and done that, and they've made many

Saul Cohen:

acquisitions, probably before, and they'll pump money into your

Saul Cohen:

business. They'll see opportunities that you might

Saul Cohen:

have missed. You know, they'll come with a different, renewed

Saul Cohen:

energy, and they will take you on a journey with them. I don't

Saul Cohen:

always recommend that route only because I think it can. I think

Saul Cohen:

most entrepreneurs, for 19 7% of entrepreneurs, I think that the

Saul Cohen:

reason why they get into business is because they want an

Saul Cohen:

element of freedom and flexibility. They want to be

Saul Cohen:

their own boss, and to have done that for 1015, even five years,

Saul Cohen:

and then achieve the level of success and then put yourself,

Saul Cohen:

you know, to work for someone else. I think that's an it's

Saul Cohen:

really difficult dynamic. And Yeah, honestly, I've never

Saul Cohen:

actually seen that work. Yeah, yeah. So I think, I think it's

Saul Cohen:

those two ways to do it, but I would always go with, you know,

Saul Cohen:

particularly for most entrepreneurs who are just

Saul Cohen:

thinking, yeah, how do I evolve? I would always go with the

Saul Cohen:

first.

Scott Ritzheimer:

Yeah. I think that's a really interesting

Scott Ritzheimer:

point, and it's one of the reasons why I'll often separate

Scott Ritzheimer:

founders from entrepreneurs. There's a few reasons for that,

Scott Ritzheimer:

but one of them is, you could have an entrepreneur who's who

Scott Ritzheimer:

wasn't necessarily there at the start right that they're an

Scott Ritzheimer:

owner of a small, medium enterprise and are very

Scott Ritzheimer:

entrepreneurial in nature. They're they're just, they're

Scott Ritzheimer:

wired differently than founders, especially the the founders who

Scott Ritzheimer:

are successful enough to get out of those early stages and still

Scott Ritzheimer:

operate at this stage. They're very much like you said, like

Scott Ritzheimer:

almost none of them are happy working for somebody else.

Scott Ritzheimer:

That's why they started this thing in the first place. But

Scott Ritzheimer:

that's not true of all owners. You know, there are lots of

Scott Ritzheimer:

owners that I've seen who have inherited the business or bought

Scott Ritzheimer:

the business, who don't mind bringing in other partners. So

Scott Ritzheimer:

it's not all owners, but it's very much found that founder

Scott Ritzheimer:

entrepreneurial drive, I couldn't agree more in that

Scott Ritzheimer:

space. Yeah. So Saul, I've got this question before I let you

Scott Ritzheimer:

go, and it's one that has one of my guests. I'm very interested

Scott Ritzheimer:

to see what you have to say. But the question is this, what is

Scott Ritzheimer:

the biggest secret you wish wasn't a secret at all? What's

Scott Ritzheimer:

that one thing you wish every founder watching or listening

Scott Ritzheimer:

today knew?

Saul Cohen:

The valuation on their business. I think that one

Saul Cohen:

of the things that really prompted me to leave the big

Saul Cohen:

four and you know, I loved doing the work I did there, and it was

Saul Cohen:

incredible training, and it was just incredible environment, but

Saul Cohen:

one of the things that really prompted me to leave. Was when

Saul Cohen:

my dad came to sell his own business, and I just I was in

Saul Cohen:

shock over the fact at the time I was in shock. Now I completely

Saul Cohen:

understand it, but I was in shock at the fact that no one

Saul Cohen:

had told him anything about the process of selling his business.

Saul Cohen:

And after your own home, the business is probably the biggest

Saul Cohen:

asset that most business owners own, and you know it's its value

Saul Cohen:

is massively material. It makes a massive difference to your

Saul Cohen:

life. And you know, if you knew five years before you wanted to

Saul Cohen:

exit that you could do three or four things to change the

Saul Cohen:

valuation and improve that valuation, you absolutely would

Saul Cohen:

have done it, but the fact is that no one told you what the

Saul Cohen:

valuation was and what the drivers are that affects that

Saul Cohen:

valuation. And what I've seen in many, many cases is that

Saul Cohen:

entrepreneurs will go on hearsay and what they've heard from

Saul Cohen:

other people that they've exited. And you know, the

Saul Cohen:

conditions aren't always the same, and often I've just seen

Saul Cohen:

people really, really disappointed with their exit.

Saul Cohen:

And I think that's a massive shame, because entrepreneurs are

Saul Cohen:

incredible people. I have utmost respect for them founders as

Saul Cohen:

well. We're separating two utmost, utmost respect for them

Saul Cohen:

and what they do and the work that they put in. And I'm

Saul Cohen:

passionately believe that they have the right to exit on

Saul Cohen:

fantastic terms and live, you know, their retirement in

Saul Cohen:

luxury. And I think it's a shame when that doesn't happen because

Saul Cohen:

of one or two things that they just didn't know. And you know,

Saul Cohen:

people often say, Well, shouldn't the accountant know

Saul Cohen:

that? Why didn't their accountant tell them? And the

Saul Cohen:

sad truth of it is that most accountants will work on an

Saul Cohen:

acquisition, maybe like one or two acquisitions a year. You

Saul Cohen:

know, it's just not something that they do. It's not their

Saul Cohen:

bread and butter. And when you're doing that 40 maybe a

Saul Cohen:

year, 30 or 40 a year, it's completely different. You see

Saul Cohen:

patterns in a different way, and you're able to explain different

Saul Cohen:

things. So that is absolutely, I just, I wish everyone was, you

Saul Cohen:

know, empowered with that knowledge. Yeah, maybe that's an

Saul Cohen:

app.

Scott Ritzheimer:

So good. So there's some folks in this mode.

Scott Ritzheimer:

They're trying to figure out what's going to come next. They

Scott Ritzheimer:

want to know how they can get the most. Out of their business

Scott Ritzheimer:

and make this shift from shift from operator to investor. Where

Scott Ritzheimer:

can they learn more about the work that you do? Where can they

Scott Ritzheimer:

connect with you?

Saul Cohen:

So LinkedIn is absolutely I'm posting on there

Saul Cohen:

all the time. I've also, we've got a newsletter. I can give you

Saul Cohen:

the link to that newsletter goes out quickly, and I am also

Saul Cohen:

writing a book due to come out in a couple of months, and we

Saul Cohen:

have a waitlist to that as well.

Scott Ritzheimer:

Fantastic, fantastic. I love it. We'll get

Scott Ritzheimer:

all those in the show notes for you all. Highly recommend that

Scott Ritzheimer:

you check them out. I know I'm excited about the book that's

Scott Ritzheimer:

coming in short order. It's this quite the process, and I'm in it

Scott Ritzheimer:

myself, so I know what you're going through, at least to some

Scott Ritzheimer:

extent. But anyway, Saul, thanks for being on the show. It really

Scott Ritzheimer:

was a privilege and honor having you here today. I appreciate

Scott Ritzheimer:

your time, and those of you who are watching and listening

Scott Ritzheimer:

today, you know that your time and attention mean the world to

Scott Ritzheimer:

us. I hope you got as much out of this conversation as I know I

Scott Ritzheimer:

did, and I cannot wait to see you next time, take care.

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