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  • David Richter on Signs That It's Time

Signs You Need a CFO (Even if You Think You Don’t) in Your REI Business

October 16, 2026

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Show Notes

David Richter of Simple CFO opens this solo episode with a counterintuitive diagnosis: if you’re constantly asking where your money went, you don’t need another deal, you need a CFO. Not a $250K-a-year full-time hire, but a fractional CFO who brings high-level financial leadership at a fraction of the time and cost.

David shares the story of a flipper who grew from 25 deals a year to 100, only to admit his finances got worse the whole way, and his own early days scaling to 25 deals a month while keeping a goose egg. Then he lays out the clear signs you need a CFO: you can’t say how much cash is actually yours, you’re profitable on paper but tight on cash, and you’re making big decisions on instinct instead of numbers. If more deals haven’t fixed your money problems, this one explains why.

Timeline Summary

[0:25] – The core message: if you don’t know where your money went, you need a CFO, not another deal

[1:04] – The client stuck three months saying he’ll sign up once he trims a few expenses

[1:34] – Why the real issue is financial habits that don’t serve you, regardless of income

[2:18] – The flipper who grew from 25 to 100 deals a year while his finances got worse

[3:02] – Why a fractional CFO is the secret source most investors think is out of reach

[3:22] – The CFO-level questions you’re probably asking your bookkeeper or CPA

[3:44] – How not all fractional CFOs are equal, and the 60-day foundation plan versus ongoing

[4:23] – Sign one: you can’t answer how much cash you actually have to work with

[5:06] – Why “yours” means after taxes, overhead, payroll, and marketing

[5:51] – David’s own story: 25 deals a month, millions made, zero kept

[6:25] – Sign two: you’re profitable on paper but tight on cash

[6:50] – The classic CPA conversation where the net profit isn’t in your bank account

[7:32] – Why he runs Simple CFO to help you keep money, not just report numbers

[7:56] – Sign three: you’re making big decisions on instinct, not numbers

[8:16] – Why 90% of gut-instinct seven-figure owners have no net profit to show

[8:44] – How forecasting, something bookkeepers and CPAs don’t do, changes the conversation

[10:01] – Why a CFO lays out option A versus B so decisions are easy, not hopeful

[10:18] – Why most investors are too small for a full-time CFO but right for a fractional one

If David’s three signs made you realize you’ve been chasing deals to fix a problem only a CFO can solve, that’s the shift worth acting on. Share this episode with an investor who keeps saying they’ll get help after a few more deals, and follow the show and leave a rating and review so more real estate investors can stop guessing and start keeping their money.

Key Takeaways

1. More Deals Won’t Fix Your Money — A flipper who grew from 25 to 100 deals a year watched his finances get worse. David scaled to 25 deals a month and kept zero. Deal volume and cash in the bank are not the same thing.

2. You Can’t State Your Real Cash Position — Sign one is not knowing how much cash is actually yours after taxes, overhead, payroll, and marketing. If you don’t have a reserve account or know what’s in it, that’s a flag.

3. Profitable On Paper, Tight On Cash — If your P&L or CPA says you made six or seven figures but it’s not in your bank account, you need someone to guide you to better habits so the profit becomes real cash.

4. Stop Deciding On Instinct — Hiring, new equipment, or a new marketing channel added on gut feeling instead of numbers is sign three. Forecasting, which bookkeepers and CPAs don’t do, turns those into confident decisions.

5. A Fractional CFO Is Within Reach — A full-time CFO runs $150K to $250K and only makes sense at $10M-plus in revenue. A fractional CFO can cost as little as 1 to 5% of that, making financial leadership affordable for any serious investor.

Transcript

00;00;05;21 - 00;00;26;01

Unknown

You're listening to the Profit First for Real Estate Investors podcast. This show is all about helping real estate investors and entrepreneurs bring clarity and structure to the financial side of their business. In these sole episodes, we focus on practical financial strategies that real estate investors and business owners can actually implement, whether it's profit, cash flow, forecasting or mindset.


00;00;26;02 - 00;00;44;27

Unknown

The goal is simple to help you run your business with more confidence and less financial stress. Enjoy the episode. I want to give you some tips on how to make your relationship with your CFO the best right off the bat. So what can you do to make that the best relationship? We've already talked about what a CFO is and how you choose the best CFL.


00;00;44;28 - 00;01;08;21

Unknown

But then how do you actually get onboarded? Meaning what are things you could bring to the table and then what should we or what should ACF be bringing to the table as well to make the relationship successful? I will say number one. Be very open and honest through that whole entire onboarding process. Make sure that you tell what are your deepest things that you want out of this relationship.


00;01;08;21 - 00;01;26;09

Unknown

Because a CFO relationship is like no other relationship you've had with a money person. A bookkeeper is really about the transactions in and out. Usually CPAs are more about the taxes and like tax strategy, which is great, but the CFO are more about how is the money affecting you? How much do you want to put in your pocket?


00;01;26;10 - 00;01;47;21

Unknown

Are there any money mindsets we need to break through that you feel about money that we need to push through? So you are successful with money? We have lots of clients that come on board, and let's just say we've got some spouse teams that come on and one is super on board and they show up to the first cause and they're like, yes, the other one's not even showing up to calls and they don't want to be there.


00;01;47;21 - 00;02;05;00

Unknown

And they're like, hey, you get through this. And but in order to have that best relationship, all the relevant people need to be on that call, those calls up front. And you need to be very honest of why wouldn't you want to show up on a call? Why don't you want to talk about the money? What have you tried up until now?


00;02;05;01 - 00;02;24;20

Unknown

Like being very open with your relationship with money will really help. And there's some good books to that. I would recommend that you read if you're having struggles with that. Morgan Hazel is one of my favorite authors when it comes to money mindset. He wrote The Psychology of Money and the Art of Spending Money. I would highly recommend those if you're just oh my gosh, what's going on here?


00;02;24;21 - 00;02;59;23

Unknown

There's another great book too that I'll just throw out there if you want some bonus points. It's accounting for the number phobic. So if you're afraid of numbers, this one puts it on the bottom shelf of like pals balance sheets and just understanding what you can know as the CEO. So if you come into a relationship, especially like a CFO type relationship, having some of that foundation, it will help you get onboarded faster, meaning there won't have to be as much foundation laid if you're putting some of that effort in yourself of saying, I should know, like, what's a balance sheet?


00;02;59;23 - 00;03;16;28

Unknown

What's a PNL, what's a cash flow statement? How do I make sure that I get on board correctly? How do I make sure that you know what's profit first? Did you read the book? You know, if that's what one of your CFOs is going to implement, this is I want you to be as successful as possible. So number one, be honest with where you are.


00;03;17;02 - 00;03;38;10

Unknown

Number two, maybe read one of those books like I was recommending, whether it's psychology or money, if you've got some money issues or money mindsets that are keeping you back from what you could really do, or reading the accounting for number phobic, obviously if they're implementing profit first with you, I would highly recommend reading that for your sake and for the relationship sake as well too.


00;03;38;11 - 00;03;54;02

Unknown

So doing just a little bit of that groundwork, the other thing you can do, which if you're wanting to get on board and you want to get clarity as fast as possible. Make sure to include the people that you might have on your finance team. If you already have a bookkeeper, they need to be part of this process.


00;03;54;02 - 00;04;16;21

Unknown

If you have a CPA, they need to know what's going on and maybe be introduced to your CFO. This is how to make things very seamless because you are the CEO, you are the orchestra conductor. So making sure that the relevant people have access to the people that they need, the processes, the systems, making sure that everything goes smoothly from there.


00;04;16;21 - 00;04;32;20

Unknown

I would say another thing honorable mention here is show up to calls like if you're the one that you're saying, hey, it's just me. I don't have a spouse that doesn't want to show up to calls. I don't want to show up to calls. If you're the only one running it, and you're the ones that you're the one that is going to be on those calls.


00;04;32;20 - 00;04;54;01

Unknown

I get it. Sometimes you don't want to look at the finances. A lot of times when money is tight money, we are not doing the best. We're feel like we're going backwards. We feel like we're in a hole. We're in a rut. We don't want to look at the money. I totally understand that. This is the time when you first get on board, especially to have the best relationship with your money.


00;04;54;02 - 00;05;10;22

Unknown

Person that cares about you is to tell them those things. Say, this is how I'm thinking about the money. This is how I'm feeling. I don't want to show up for these calls, but I'm here because I want to figure out how to move forward from here. So those are a couple things that you can do on the CFO side.


00;05;10;22 - 00;05;30;18

Unknown

They should be prepping you. They should be starting where you are. They should really be asking good questions of you, of helping you understand where you are. But then them getting a very good perspective of where you are on your financial journey. So on our side or on a CFO side, I would make sure that we're asking good questions of you.


00;05;30;18 - 00;05;47;17

Unknown

So that way we get to know who you really are and what you really value and what will make that a very valuable relationship, because it has to be two sided, can't be just you pouring into it, and it can't just be a CFO pouring into you. It has to be both a yin and yang. It has to be okay, what can I do?


00;05;47;17 - 00;06;05;23

Unknown

And I gave you a couple key points there. What can the CFO do as well. And we need to make sure that relationship is is the best possible because you want to keep more money at the end of the day. How do you do that? We face hard things. We look at the money, we make better decisions. So once we have that clarity, we can make those better decisions.


00;06;05;23 - 00;06;39;08

Unknown

And it starts with being very open and honest, working on ourselves, showing up to the meetings, building the reserves, putting these systems in place and having the best relationship possible with the person who cares about our financial situation the most. Thanks for spending time with me today. If this episode gave you clarity or a new perspective. Be sure to like, subscribe, and comment below if you're ready to apply what we talked about today with real guidance and accountability, visit profitrei.com to schedule a free discovery, call with us to create your path to financial clarity and freedom.

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