You're making $100K or more in profit from your business. After you pay yourself, you've got cash sitting in a bank account earning 0.5% interest. Maybe you've been thinking about investing it, but you don't know where to start.
So what do most business owners do? They call their bank. Or they meet with "a guy" who comes recommended by another business owner. This person takes you to lunch at a nice restaurant. They have fancy presentations. They talk about "wealth management" and "diversified portfolios" and "tax-advantaged strategies."
You trust them because they sound smart and because everyone else seems to have one.
Here's what I wish someone had told me six years into running my biggest company: those people are ripping you off.
Let me explain.
My $2 Million Mistake
Six years into my largest company, I had about $2 million sitting in the bank. I knew I should be investing it, but I didn't know how. So I did what most business owners do. I went to my bank's investment arm.
They wined and dined me. Literally. Nice dinners, floor seats in Philadelphia to watch the Sixers play the Warriors in their prime, access to exclusive events. They made me feel important. They made investing sound complicated enough that I needed their help.
I gave them my money.
Here's what happened: I ended up with a huge tax bill and very little gains to show for it. Why? Because they took their fees every year regardless of performance. And those fees add up fast.
If I had just bought VOO or VTI ten years ago and done absolutely nothing else, I would be three times wealthier today. Three times.
Instead, I paid someone to lose to the market while they funded their lifestyle with my money.
Don't be me.
When Should You Start Investing?
Before we get into how to invest, let's talk about timing.
If you want to retire in the next 5 years, you should have started investing yesterday. Based on current returns, it takes about 7 years to double your money in index funds. If you're planning to exit your business in 5 years, you're already behind.
If you want to retire in the next 10 years, start now. Not next quarter. Not after you finish this big project. Now. Every month you wait costs you money.
If you want to retire more than 10 years out, you've got options. You can buy real estate first. You can expand your business. You can do both. But here's the truth: nothing is as passive as investing in index funds.
Real estate requires management. Business expansion requires your time. Index investing requires you to click a button once a month and then do nothing.
I've covered the broader principles of building wealth as a business owner in this article. If you haven't read it, start there and come back. This one goes deeper on one specific piece.
The Mistakes Business Owners Make With Investing
I've seen business owners across the Greater Houston area and nationwide make the same mistakes over and over. Here are the big ones.
Mistake 1: Trusting "Their Guy"
It's always a guy. Some business owner tells you about "their guy" who's really good at investing. This person has been doing it for 20 years. They have all these credentials. They manage millions of dollars.
You meet with them. They're polished. They have answers for everything. They make you feel like you'd be stupid to try investing on your own.
Here's the question you should ask: "Show me your returns for the last 15 years, year by year, and show me your fees."
If they can't give you that in two simple columns, they're full of it.
If they do give you that, I want you to subtract their fees from their returns and compare those numbers to VOO. I guarantee you 99% of the time, they lost to VOO over that 15-year period.
So you're paying someone to give you worse numbers. Think about that.
Mistake 2: Leaving Too Much Money in Savings
I see business owners with $500K, $1 million, sometimes $2 million sitting in a business checking account earning basically nothing.
They tell themselves they need it for cash flow. They tell themselves they might need it for an emergency. They tell themselves they'll invest it "when things slow down."
Here's the truth: if you've got more than 6 months of operating expenses in your bank account, you're losing money every single day.
That cash should be working for you. Not sitting there doing nothing.
Mistake 3: Trying to Pick the Hot Stock
You hear about some stock on MSNBC. Or your buddy tells you about some company that's going to blow up. Or you read an article about the next big thing.
So you buy that stock thinking you're going to get rich.
By the time it's on MSNBC, the train has left the station. You're not getting in early. You're funding someone else's exit. The people who made money on that stock bought it years ago when nobody was talking about it.
Stop trying to be smart. Just own the whole market.
Mistake 4: Swinging for Home Runs
Some business owners think they need to hit home runs with their investments. They want 30% returns. They want to double their money in two years.
You know what you actually need? Five years of singles.
If you just invest consistently in index funds and get the market average, which has been 10–12% annually over the long term, you'll retire comfortably. You don't need to be a genius. You don't need to pick the next Amazon. You just need to show up and invest every month.
What Index Investing Actually Means
Let me explain index investing in simple terms because this is the only thing you need to understand.
Imagine you're in a supermarket looking at the bread aisle. Instead of buying stock in one bread company and hoping they win, you buy the entire aisle. Every brand, every type.
If bread sales go up, you benefit. Not as much as the person who picked the winning brand, but more than the person who picked the wrong one.
And here's the important part: the leading brand changes over time. The top bread company from three years ago might not be doing as well today. But it doesn't matter to you because you own all of them collectively.
If there's a recall on one brand, the other brands benefit and you benefit because you own the whole aisle.
That's index investing. You're admitting you know nothing about picking individual stocks, and that's exactly why you should do it. You're only betting on one thing: that the market, over time, goes up.
And historically, it does.
The Financial Advisor Scam
Let me be very direct about this.
The sole job of a financial advisor is to confuse you to the point where you trust them more than you trust yourself with your money.
They use complicated language. They show you charts you don't understand. They talk about risk tolerance and asset allocation and rebalancing. They make it sound like investing requires expertise that you don't have.
It's all nonsense.
Here's what they're actually doing: they're taking 1–2% of your money every single year regardless of whether they make you money or lose you money. On a $1 million portfolio, that's $10,000–$20,000 per year.
Over 20 years, that's $200,000–$400,000 in fees.
And for what? To underperform an index fund that you could have bought yourself for basically free.
You know how they afford those nice dinners and floor seats and fancy offices? With your money. And the money of other people they've convinced that investing is too complicated to do alone.
Ask yourself: if these people are so good at making money in the market, why do they need your fees to live comfortably?
Why Business Owners Fall for This
Here's the uncomfortable truth: business owners, even successful ones, have emotional deficiencies.
Maybe it's gambling. Maybe it's the opposite sex. Maybe it's drugs or alcohol. Maybe it's vanity and spending money to look successful.
We all have something.
Forced investing doesn't stop these things, but it does give you an actual safety net when your fault becomes a burden. When you inevitably make a mistake with your business or your personal life, you've got money that's been growing steadily in the background.
Financial advisors know this. They position themselves as the responsible adults who will protect you from yourself. And maybe that works for some people.
But here's what actually protects you: automatic monthly deposits into an index fund. Not some guy in a suit who's going to call you when the market drops 10% and suggest you "rebalance," which really means generate fees for them.
The Complexity Excuse Is Nonsense
Every time I bring this up to a business owner, they tell me investing is too complicated. They don't understand the stock market. They don't have time to learn.
That's a nonsense excuse.
If you can accept credit card payments, you can open a brokerage account.
If you can hire employees and manage payroll, you can set up automatic monthly deposits.
If you can file business taxes, you can buy an index fund.
This is literally easier than getting concert tickets or ordering DoorDash. I'm not exaggerating. You sign up for an account, you link your bank, you set up a monthly transfer, and you buy VTI or VOO. That's it.
You don't have to know anything about the stock market. That's the whole point. You're buying the entire market, so you don't need to pick winners.
The reason you think it's complicated is because financial advisors have spent decades convincing you that it is. It benefits them for you to think you need their help.
You don't.
What You Should Actually Do
Here's exactly what I recommend.
Sign up for a brokerage account with Vanguard or Charles Schwab. These are the two best options. They're reputable, they have low fees, and they're not going to try to sell you a bunch of additional products.
Set up automatic monthly deposits. Start with 5% of your profit after you pay yourself. If you're making $100K in profit and you pay yourself $80K, that's $1,000 per month going into investments.
Buy VTI or VOO. VTI is every investable stock in the market. VOO is the biggest 500 companies in the market. Both are excellent. Pick one and stick with it.
Don't look at it every day. Don't panic when the market drops. Don't try to time it. Just keep buying every month regardless of what the market is doing.
That's it. That's the whole strategy.
What Happens After You Start
Here's what will happen: after a year, you'll check your account and you'll see growth. Maybe it's 10%. Maybe it's 15%. Maybe it's 5% because the market had a bad year.
But you'll see your money working for you.
And then you'll get hooked. You'll start wanting to learn more. You'll start thinking about other investments. Maybe you'll look into individual stocks or real estate or other opportunities.
That's fine. That's actually great. That's how I ended up building my 4 Alpha portfolio, which has consistently beaten the market. I'll cover that strategy in a future article, and no, it has nothing to do with AI.
But I'm an accredited investor with time and genuine interest in actively managing investments. Most business owners aren't and don't need to be.
Start with the basics. Master index fund investing. See the growth. Then decide if you want to get more sophisticated.
Real Estate vs. Stocks
I know some of you are thinking about real estate instead of stocks.
Here's my take: real estate and stocks serve different objectives.
Real estate is not passive. It requires management, maintenance, and attention. But it can help with an existing business by controlling costs, providing space for expansion, or diversifying assets.
If you want to make real money from real estate, six figures or more, you have to sell the asset or get a loan against it. It's not liquid.
Stocks are passive. You can hold them forever and borrow against them while still holding the position. If you're interested in learning more about portfolio loans, that's a future article too.
My recommendation: if you're more than 10 years from retirement, consider real estate as part of your strategy. But if you're 5–10 years out, stocks are more passive and more liquid.
The Bottom Line
If you're making $100K or more in profit from your business and you're keeping it in a savings account, you're losing money.
If you're paying a financial advisor 1–2% to underperform index funds, you're getting ripped off.
If you think investing is too complicated for you, you're wrong. If you can run a business, you can open a Vanguard account and buy VTI.
Stop making excuses. Stop trusting "your guy." Stop trying to pick hot stocks.
Start investing in index funds. Start with 5% of your profit. Set it up to happen automatically so you can't talk yourself out of it.
And if you're reading this far, it tells me two things about you: you actually care about your wealth, and you're capable of doing this.
So the only remaining question is: are you going to do it?
I'm not a financial advisor and I'm not trying to be yours. But if you want to talk through where your money is sitting and whether your operation is actually set up to build wealth, that conversation is one I enjoy more than almost anything else I do.
Reach out directly at rex@catansg.com or visit Catan Strategy Group.
Rex Barr Jr. is a business strategist and the founder of Catan Strategy Group, serving established businesses across Houston, Texas and nationwide. He has successfully exited companies at 20x valuations, founded organizations with $24M+ in annual revenue, and helped dozens of business owners solve their toughest operational and succession challenges.