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Do You Have Financial Problems or Financial Consequences? with Tom Dillon (stage 4) - Ep. 319
Episode 31919th August 2025 • The Start, Scale & Succeed Podcast • Scott Ritzheimer
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In this prudent episode, Tom Dillon, Founder of Frak Finance, shares strategies for data-driven financial decisions. If you struggle with cashflow mismatches, you won't want to miss it.

You will discover:

- How to use rolling forecasts to predict cashflow issues

- Why transparency with executives boosts team problem-solving

- How to shift from gut-based to data-driven decisions

This episode is ideal for for Founders, Owners, and CEOs in stage 4 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

Tom Dillon, CFA, is a seasoned financial strategist and the driving force behind Frank Finance. With years of experience as a fractional CFO, Tom specializes in helping SMBs unlock growth through data-driven financial management, cash flow optimization, and strategic investments. His mission is to demystify complex financial concepts, empowering entrepreneurs and executives to make confident, informed decisions that fuel long-term success. His insights help entrepreneurs and executives cut through financial noise, focus on what drives profitability, and make strategic decisions with clarity and confidence.

Want to learn more about Tom Dillon's work at Frak Finance? Check out his website at https://www.frakfinance.com/

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Transcripts

Scott Ritzheimer:

Hello, hello and welcome. Welcome, once

Scott Ritzheimer:

again to the start, scale and succeed. Podcast the only

Scott Ritzheimer:

podcast that grows with you through all seven stages of

Scott Ritzheimer:

your journey as a founder and if you have had enough success

Scott Ritzheimer:

to lead your organization long enough and again successfully

Scott Ritzheimer:

enough to hit milestones like your first million or your

Scott Ritzheimer:

first 5 million or even 10 million or 50 million, you

Scott Ritzheimer:

have probably discovered what I did through those different

Scott Ritzheimer:

phases, and that is that organizations get bigger, not

Scott Ritzheimer:

necessarily better. And with all that growth, especially

Scott Ritzheimer:

when it comes quickly, comes problems, a lot of problems,

Scott Ritzheimer:

and oftentimes financial problems. And I have found, in

Scott Ritzheimer:

my experience, maybe other than people, problems,

Scott Ritzheimer:

financial ones are the most frustrating, because they're

Scott Ritzheimer:

just there and they you know, you can try to get around

Scott Ritzheimer:

them, but if you don't solve them, they keep coming back

Scott Ritzheimer:

and they keep coming back and they keep coming back. And so

Scott Ritzheimer:

if your revenue, you're listening today, and your

Scott Ritzheimer:

revenue and your profit, or your revenue and your cash

Scott Ritzheimer:

flow don't seem to match, right? You're bringing way too

Scott Ritzheimer:

much money coming in to keep so little of it, then you're

Scott Ritzheimer:

you're in the right place, because with us today is Tom

Scott Ritzheimer:

Dillon. And Tom is a seasoned financial strategist and the

Scott Ritzheimer:

driving force behind FRAC finance with years of

Scott Ritzheimer:

experience as a fractional CFO. Tom specializes in

Scott Ritzheimer:

helping small and medium sized businesses to unlock growth

Scott Ritzheimer:

through data driven financial management, cash flow

Scott Ritzheimer:

optimization and strategic investments. His mission is to

Scott Ritzheimer:

demystify complex financial concepts, empowering

Scott Ritzheimer:

entrepreneurs and executives to make confident, informed

Scott Ritzheimer:

decisions that fuel long term success. His insights help

Scott Ritzheimer:

entrepreneurs and executives get the cut through financial

Scott Ritzheimer:

noise, focus on what drives profitability and make

Scott Ritzheimer:

strategic decisions with clarity and confidence. And

Scott Ritzheimer:

he's here with us today. Tom I've had this question rolling

Scott Ritzheimer:

around my mind the last couple of weeks, and I think you're

Scott Ritzheimer:

the perfect person to answer it, so I'm gonna say it this

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way. I don't think that organizations have financial

Scott Ritzheimer:

problems, at least at the core. I think that they have

Scott Ritzheimer:

decision making problems that have financial consequences.

Scott Ritzheimer:

And I would love to hear, do you agree with that, or how do

Scott Ritzheimer:

you see it differently?

Tom Dillon:

I do agree with that. And Hey, Scott, it's a

Tom Dillon:

pleasure to be here. I really love what you do for the

Tom Dillon:

community and really helping founders move from that kind

Tom Dillon:

of visionary gut feel decision making into more of the kind

Tom Dillon:

of data driven decision making. And so to answer your

Tom Dillon:

question, yeah, I absolutely agree with you. It's it's

Tom Dillon:

really not having a good understanding around the

Tom Dillon:

impact of those decisions, they feel like a lot of

Tom Dillon:

founders move from that kind of gut feeling of this feels

Tom Dillon:

like we're making the right decisions. And a lot of times

Tom Dillon:

early on in the phases and the journey of building a company,

Tom Dillon:

you have to operate in that vacuum of the void of no data,

Tom Dillon:

but then you start to get the data, and then you really want

Tom Dillon:

to utilize it. But we felt so good, and we've gotten thus

Tom Dillon:

far. Why would we change? So this visionary kind of

Tom Dillon:

transition into more of a, you know, a leader of executives,

Tom Dillon:

needs to transpire, and sometimes, and we see that at

Tom Dillon:

the detriment of these companies. And so, yeah, I

Tom Dillon:

100% agree with you, and a lot of times those decisions

Tom Dillon:

revolve around, you know, maybe a bloated team that

Tom Dillon:

needs some trimming. That's not happening. Maybe it's that

Tom Dillon:

there's not really a stop gap with regards to a budget. If

Tom Dillon:

we hit this level of profitability or cash flow,

Tom Dillon:

maybe we need to take a pause, revisit and really look and

Tom Dillon:

lean on our team leaders to reorganize. So those are just

Tom Dillon:

a couple of examples of things that popped into my head as

Tom Dillon:

soon as you asked the question of, you know, some of these

Tom Dillon:

decisions around, you know, the hiring, the margins, not

Tom Dillon:

product, those are all in swirling around my head as

Tom Dillon:

well. Yeah, yeah. It definitely leads to the

Tom Dillon:

detriment.

Scott Ritzheimer:

Yeah. So the way that I like to kind of

Scott Ritzheimer:

articulate this to folks is it's kind of like flying, and

Scott Ritzheimer:

when you first you get your pilot's license, which I don't

Scott Ritzheimer:

have, I took one course and realized that's a very bad

Scott Ritzheimer:

idea for me. The checklist just crushed my soul, but it's

Scott Ritzheimer:

better crushing your soul on the ground than crushing all

Scott Ritzheimer:

of you in the air. So I decided not to do that. But

Scott Ritzheimer:

basically, when you first start, you're authorized to

Scott Ritzheimer:

fly by sight, right, visually. And so you look out the window

Scott Ritzheimer:

and you see the roads and the lakes and everything, and you

Scott Ritzheimer:

know where to go and and in many ways, that's how we start

Scott Ritzheimer:

businesses right? The intuition that we have doesn't

Scott Ritzheimer:

come out of nowhere. It doesn't just like emanate from

Scott Ritzheimer:

you. It's how you're processing all the information

Scott Ritzheimer:

that you see and experience on a daily basis. But you get big

Scott Ritzheimer:

enough to where you're flying in the clouds, you're flying

Scott Ritzheimer:

high enough you can't see that anymore, and it robs us of the

Scott Ritzheimer:

data that our gut used to make those good decisions. Yes. So

Scott Ritzheimer:

it's a really big deal. Now, when we go to try and cross

Scott Ritzheimer:

that bridge to okay, how do we make database decisions?

Scott Ritzheimer:

There's, there's some, I found some pretty big problems from

Scott Ritzheimer:

a financial perspective. And one of the things that I've

Scott Ritzheimer:

seen really great CFOs do, and this includes fractional CFOs,

Scott Ritzheimer:

is to come in and basically make that financial data

Scott Ritzheimer:

accessible so that we can make better decisions and and so

Scott Ritzheimer:

one of the you listed off a couple of these already, but I

Scott Ritzheimer:

want to dig into it a little bit deeper. How do you see

Scott Ritzheimer:

founders and their teams relate to data differently

Scott Ritzheimer:

after you've worked with them and helped them give get

Scott Ritzheimer:

access to that data, versus before?

Tom Dillon:

That's really good question. So let me tell a

Tom Dillon:

story first and then provide an insight. If that's okay.

Tom Dillon:

Love it. Okay. Um, so we, we came in a few years back, but

Tom Dillon:

it's just such a perfect story for for this question. We came

Tom Dillon:

in, and we were brought in to help this company that was a

Tom Dillon:

little distressed. They were starting to have some cash

Tom Dillon:

flow issues. They were looking at getting some lines of

Tom Dillon:

credit, term loans, etc. And we ain't paused and asked the

Tom Dillon:

question, Why? Why do you need to take on this debt? We've

Tom Dillon:

seen it ruin so many companies. Are you leveraging

Tom Dillon:

it for growth? Are you leveraging it for survival?

Tom Dillon:

Very good distinction. If any of you, founders or business

Tom Dillon:

owners that are out there need to ask yourself, that's the

Tom Dillon:

question to ask before you do so. And so when we asked that

Tom Dillon:

question, we started to realize that when we met with

Tom Dillon:

the other executives on the team, they all had different

Tom Dillon:

answers and different problems, and they clearly

Tom Dillon:

weren't talking to each other, and they all had solutions to

Tom Dillon:

their current problem. And so I think to your point in

Tom Dillon:

pulling in that analogy of flying by site, flying by

Tom Dillon:

data, the instruments that you have at hand that you have to

Tom Dillon:

rely on. What is the feedback that you're getting from all

Tom Dillon:

these technical tools as you fly in these clouds? Well, the

Tom Dillon:

founders and or business owners, they need to leverage

Tom Dillon:

their team, the department heads, the executives on their

Tom Dillon:

team. Those are the instruments on the plane that

Tom Dillon:

are telling you how to navigate through these clouds

Tom Dillon:

that you can't see and use your normal gut feel and that

Tom Dillon:

sight of the senses that has led that led you this far, and

Tom Dillon:

so when we went in there it was, it was this kind of the

Tom Dillon:

void that, you know, the vacuum of a lack of data that

Tom Dillon:

people were trying to make decisions in, and then it was

Tom Dillon:

connecting them. And so all we did was say, Hey guys, you you

Tom Dillon:

guys are a phenomenal team. We've met with all of you. We

Tom Dillon:

think you're you guys are all exceptional. But there's a

Tom Dillon:

communication breakdown here. And it's not that it wasn't

Tom Dillon:

being communicated because it was they had their leadership

Tom Dillon:

meetings, but they all wanted to say their piece, and they

Tom Dillon:

all wanted to make right. They didn't want to listen to the

Tom Dillon:

overall underlining issues and solve the, you know, the

Tom Dillon:

actual, you know, fundamental problems, where sales and

Tom Dillon:

marketing were saying, hey, we need more qualified leads and

Tom Dillon:

marketing saying, or sales saying we need more leads and

Tom Dillon:

marketing saying we need more qualified leads and etc, etc.

Tom Dillon:

You know, you know the story of how that goes on, and then

Tom Dillon:

Ops is saying we need to hire more people for this growth.

Tom Dillon:

And so the problem was, was connecting all those kind of

Tom Dillon:

stories, but it really just revolved around two things.

Tom Dillon:

One was having a rolling forecast where we can update

Tom Dillon:

and see it in real time around. Here is my issue. How

Tom Dillon:

does it affect the future? Most importantly, cash number

Tom Dillon:

number two was, it was the it was the audio learners, or

Tom Dillon:

versus virtual visual visual learners. Perfect example,

Tom Dillon:

most of the team, they needed to see the dashboard. They

Tom Dillon:

needed to see the KPIs in which one they were being

Tom Dillon:

benchmarked against, but also their team was being

Tom Dillon:

benchmarked against so that they could understand not

Tom Dillon:

just, Hey, here's performance and how we get might be paid,

Tom Dillon:

because without all of its tied to comp, a lot of it

Tom Dillon:

should just be tied to management. The team wins, you

Tom Dillon:

know, and if this person wins, we all win. And so once we

Tom Dillon:

were able to make the implement those two things,

Tom Dillon:

which was the leadership conversations, led to actual

Tom Dillon:

implementation of fork rolling forecasts that allowed us to

Tom Dillon:

understand what problems lied ahead, and then collaborating

Tom Dillon:

as a team of how to solve them, utilizing those actual

Tom Dillon:

KPIs, the key performance indicators, the things that

Tom Dillon:

move the needle in every department head in which

Tom Dillon:

they're kind of benchmark hands that was transformative

Tom Dillon:

and. That's what we did, and what we were able to leverage

Tom Dillon:

into to your exact question. You know, you have these

Tom Dillon:

problems. There's bad decision making. But how do you

Tom Dillon:

implement, how do you get people to listen effectively?

Tom Dillon:

And so there's a lot of different, you know, it's the

Tom Dillon:

ego management personality, the different learning types

Tom Dillon:

in terms of, you know, maybe someone has linguistic

Tom Dillon:

intelligence, another person has a processing so different

Tom Dillon:

brains, right? And then basically being able to pull

Tom Dillon:

all together and say, All right, here are the tools

Tom Dillon:

we're going to use to help you. So that was really

Tom Dillon:

powerful for that.

Scott Ritzheimer:

It's so good, and it highlights what I

Scott Ritzheimer:

think is a really important change, and that is that we

Scott Ritzheimer:

have to move to this being a team sport, right?

Scott Ritzheimer:

Understanding and implementing financial data in an

Scott Ritzheimer:

organization of this size and complexity is a team sport,

Scott Ritzheimer:

and that creates a couple of different challenges. And one

Scott Ritzheimer:

is, is actually pretty practical, but a lot of

Scott Ritzheimer:

founders, early on play their financial data pretty close to

Scott Ritzheimer:

their chest, right? It it it has a lot to do with their

Scott Ritzheimer:

personal income and profits. You know, can be very taboo in

Scott Ritzheimer:

some organizational cultures. How do you know what

Scott Ritzheimer:

information to share with the team and what if anything, to

Scott Ritzheimer:

withhold?

Tom Dillon:

Wow, great question. Surprisingly, I

Tom Dillon:

haven't been asked this before on, you know, publicly, in a

Tom Dillon:

podcast, internally, we have these conversations. So it

Tom Dillon:

really boils down to what and then when. And I think in

Tom Dillon:

every team could be different in terms of the when, but I

Tom Dillon:

think the what should be, you know, pretty, pretty

Tom Dillon:

commonplace, synonymous across the board, around for us, it's

Tom Dillon:

performance. Here's the thing, high level, I'm just going to

Tom Dillon:

say everything transparency wins, but with exceptions, and

Tom Dillon:

we'll go into that right now. So when it comes down to

Tom Dillon:

performance, it's sharing it all. It's being transparent,

Tom Dillon:

just like the forecast and the in the KPIs, the dashboards,

Tom Dillon:

all of that. Here's the one that's kind of taboo to some

Tom Dillon:

people, cash burn or your runway, yeah, share it with

Tom Dillon:

your executive team, right? You're not going to be sharing

Tom Dillon:

this with you know, middle, lower level employees who that

Tom Dillon:

might scare and they think, oh my gosh, this is frightening.

Tom Dillon:

I don't have the ability to, you know, bet on these people

Tom Dillon:

in a secure way. I just signed a lease that's expensive, and

Tom Dillon:

I thought I was signing up for a huge opportunity here and

Tom Dillon:

now, it sounds unstable, but for the executive teams, if

Tom Dillon:

you don't have someone that can help you navigate and

Tom Dillon:

problem solve during your your your cash burn, time periods

Tom Dillon:

where things are getting tight, maybe there's

Tom Dillon:

seasonality where you do need a line of credit, and you need

Tom Dillon:

to figure that out of how to get past that until you grow

Tom Dillon:

to a size, or maybe you'll never be at the at the size,

Tom Dillon:

but you have to manage it. You want to share all that, those

Tom Dillon:

different perspectives and how you can navigate it, are

Tom Dillon:

instrumental. I've seen such creative solutions come out of

Tom Dillon:

the most unlikely areas within your operators. And so for

Tom Dillon:

that, you share, you know, your cash position, your

Tom Dillon:

performance, and then for us, the when. So it's the what,

Tom Dillon:

and then it's the when and when for us again, it's that

Tom Dillon:

rolling forecast. This is monthly your leadership

Tom Dillon:

meetings. It's shared, best shared ahead of time, but

Tom Dillon:

shared and then executed upon in terms of what are the

Tom Dillon:

solutions if there's problems or congratulating and you

Tom Dillon:

know, given the the proud kind of cheers for the people who

Tom Dillon:

have really been crushing it. And so that opportunity of the

Tom Dillon:

when now the what not to share these would be, I mean,

Tom Dillon:

executives, a lot of them have access to HR, not all of them.

Tom Dillon:

But, you know, salaries, any kind of sensitive HR stuff,

Tom Dillon:

big hypothetical scenarios of like, oh my god, if we lose

Tom Dillon:

our biggest client, we're done for not necessary. It's

Tom Dillon:

obvious. But like, we don't need to sit here and play

Tom Dillon:

scenario analysis and scare people. And then there's the

Tom Dillon:

one thing about like, if you're going to be having

Tom Dillon:

those conversations with your board or an investor, yeah,

Tom Dillon:

keep those private. If you're raising capital, you know the

Tom Dillon:

investors need to know what their downside risk is. Your

Tom Dillon:

team, your employees. Don't. You know the success and

Tom Dillon:

failure rates of startups. It's you know, if someone's

Tom Dillon:

signing up and they don't understand the inherent risks

Tom Dillon:

associated with startups. I mean, shame on them, but like

Tom Dillon:

in terms of managing people, egos and productivity of

Tom Dillon:

people, yeah, you know, you don't want to play out those

Tom Dillon:

scenarios that's going to end up having your top talent head

Tom Dillon:

for the hills.

Scott Ritzheimer:

Yeah. I agree on all this front. And

Scott Ritzheimer:

so I think one of the things that that could be missed with

Scott Ritzheimer:

a casual listen is how important it is to shift from

Scott Ritzheimer:

what we do with financial reporting typically, which is

Scott Ritzheimer:

what happened, to what you keep saying, and rightfully

Scott Ritzheimer:

so, is actually using it to forecast what will happen,

Scott Ritzheimer:

because you can't make any decisions to change what has

Scott Ritzheimer:

happened. You can only make decisions as a management team

Scott Ritzheimer:

about what will happen. And so getting in that habit and

Scott Ritzheimer:

building the skill like it doesn't come automatically.

Scott Ritzheimer:

And this is where someone like a CFO or fractional CFO is

Scott Ritzheimer:

really helpful. Like, just because you want to have a

Scott Ritzheimer:

rolling cash forecast doesn't mean that you know how to do

Scott Ritzheimer:

that. And so making sure that that is done well and it's

Scott Ritzheimer:

reliable to the extent that that's possible, is a really,

Scott Ritzheimer:

really important skill to develop as a team. I couldn't

Scott Ritzheimer:

agree more on all fronts there Tom this conversation could go

Scott Ritzheimer:

for a very long time, but I want to get to one question

Scott Ritzheimer:

I'm dying to hear your answer to before we let folks know

Scott Ritzheimer:

how they can get in touch with you and find out more

Scott Ritzheimer:

directly. But that question is this, what would you say is

Scott Ritzheimer:

the biggest secret that you wish wasn't a secret at all.

Scott Ritzheimer:

What's that one thing you wish everybody watching or

Scott Ritzheimer:

listening today knew?

Tom Dillon:

That you don't need to be a financial expert

Tom Dillon:

to run a great company, but you do need to stop pretending

Tom Dillon:

like it doesn't matter. Think that's the biggest secret that

Tom Dillon:

I could possibly share with people to have it resonate and

Tom Dillon:

and hopefully take action because of it.

Scott Ritzheimer:

Yeah, so true. So true. So tell us just

Scott Ritzheimer:

quickly. What do you folks do there at frack finance? And

Scott Ritzheimer:

where can we find out more?

Tom Dillon:

Yeah, so we're a corporate finance advisory

Tom Dillon:

firm boutique, and so we really help companies that are

Tom Dillon:

in their journey of either buying, growing or selling a

Tom Dillon:

business, and ultimately in that growth phase it is. You

Tom Dillon:

kind of think of it as outsourced finance and

Tom Dillon:

accounting type work, and we really help companies grow and

Tom Dillon:

and that's really our focus, both on organic and inorganic

Tom Dillon:

growth. And so growth through acquisition, buying, buying

Tom Dillon:

companies as well. And so you can find us best, to find me

Tom Dillon:

on LinkedIn, and then also you can also reach us on our

Tom Dillon:

website@frakfinance.com, which is F, R, A, K, finance.com

Scott Ritzheimer:

Fantastic, Tom, thanks so much for being

Scott Ritzheimer:

on the show. It was a real privilege and honor having you

Scott Ritzheimer:

here today, and for those of you watching and listening,

Scott Ritzheimer:

you know your time and attention mean the world to

Scott Ritzheimer:

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

Scott Ritzheimer:

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

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