Decision-Making, Discipline & Standards

What Building (and Losing) a Small Business Taught Me About Leadership

What Building (and Losing) a Small Business Taught Me About Leadership

What Building (and Losing) a Small Business Taught Me About Leadership

Garrett Jacks, founder of Operation BZ, U.S. Naval Academy graduate and former nuclear submarine officer.

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~7 min read

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A protected gold flame held in ivory linework hands on a navy background, representing cash reserves as the lifeblood of a small business.

Acting big when you aren't big isn't smart. It's one of the fastest ways to kill a business, and it's a lesson most first-time small business owners only learn after it's already cost them something. If you're building a small business, or thinking about starting one, this one's for you.

Ten years ago, I was a minority partner in a small business built from scratch. Over a four-year period, we built a team of 30 employees while growing annual revenue from $800K to roughly $6 million. Eventually, that business failed. Acting big when we weren't big was one of the main reasons why. I've written before about the mission tunnel vision that sank us — this is the other half of that same story: what it taught me about cash.

Cash Is the Lifeblood of Every Business

Not management. Not your sales team. Not accounts receivable sitting on a spreadsheet somewhere. Money sitting in your operating account, not yet deployed — that's what actually keeps a company alive when things go sideways. Revenue on paper doesn't make payroll. Cash in the account does.

Most small business owners find this out the hard way. The month the business looks most successful on paper is often the same month cash is tightest, because every dollar coming in has already been spent chasing the next push for growth. If your cash position and your revenue chart are telling two different stories, believe the cash position. It's the one that's actually real.

Look Professional. Hire Right. But Slow Down on Big Bets.

Your brand and your website need to look professional. You've got to hire the right people onto your team. Neither of those is optional. But when it comes to making large financial decisions — a new lease, a bigger ad spend, a round of hires ahead of demand — slow it down. Every time.

It doesn't matter what your business plan says you should look like by month 12. Projections aren't reality. Growing just because you think it's time to grow will give you nothing but sleepless nights and a P&L that doesn't match the story you're telling your team.

Before you make a big cash bet, ask yourself:

  • Can this business survive six months if this bet doesn't pay off on schedule?

  • Are we funding this from cash we have, or cash we're hoping shows up?

  • Does this decision match where the business actually is today, or where the plan says it should be?

  • If this fails, who absorbs the cost first — the company, or the people on payroll?

How to Actually Slow Down Without Slowing Down Growth

Slowing down doesn't mean freezing. It means building a couple of guardrails so ambition doesn't outrun cash. None of these guardrails are complicated. They're deliberately boring, because boring is what survives a bad quarter.

Here's what that actually looks like in practice:

  • Set a minimum cash reserve — three to six months of operating expenses — that's off-limits, no matter how good the opportunity looks

  • Put a 48-hour rule on any decision over a set dollar threshold — no big financial commitment gets signed the same day it gets pitched

  • Have one person whose job is to argue against the growth plan, not cheerlead it — every founder needs a designated skeptic in the room

Risk Isn't the Problem. Betting the Farm Is.

Making big investments and taking risks aren't bad things. You wouldn't be in business at all if you weren't comfortable with risk. But betting the farm, and every employee's livelihood, on a single decision can go south fast. That's not boldness. That's how a good business ends up as a cautionary tale, the way ours did.

The difference between a smart risk and a reckless one usually comes down to one question: if this doesn't work, do we still have a business tomorrow? If the honest answer is no, the bet is too big for where you actually are.

What We Got Wrong, Specifically

Looking back, it wasn't one reckless call that sank us. It was a string of individually defensible ones. A little more spent on advertising because the last campaign worked. A hire brought on a little early because we didn't want to fall behind demand. A vendor contract signed because the terms looked good on paper.

Each of those decisions passed the test of "does this make sense given where we think we're headed." None of them passed the harder test: does this make sense given where we actually are right now, with the cash we actually have. That gap is what eventually caught up with us.

Survival Is the #1 Priority When You're Small

Cash means survival. And survival outranks every other priority when you're small. Bigger revenue, a bigger office, a bigger headcount — none of it matters if you can't make payroll in a bad month.

The businesses that last aren't always the ones that grew the fastest. They're the ones that stayed alive long enough to compound.

The Employees Who Felt It Before We Admitted It

Some of our best people sensed the gap between our growth story and our actual cash position long before we said it out loud. They weren't looking at the sales numbers. They were noticing things like whether new equipment requests kept getting pushed back, or whether the founders seemed more stressed than the "record quarter" announcements suggested they should be.

By the time we finally leveled with our team about where things actually stood, a lot of our best people had already quietly started looking elsewhere.

Why This Is Hard to Do in Practice

None of this is complicated to understand. It's hard to actually do, because slowing down on a big opportunity feels like losing, especially when competitors or your own ambition are telling you to move fast.

The discipline isn't in understanding that cash matters. The discipline is in actually saying no to a good opportunity because the cash isn't there yet, even when saying yes would feel so much better in the moment. That's the muscle we never built strong enough, and it's the one thing I'd go back and fix first if I could.

Marching Orders

None of this requires more talent or a smarter plan. It requires slowing down exactly when everything in you wants to speed up.

If you want to build, and keep, a business that leads smartly and with intention, take the free 3-minute leadership assessment. Your mission starts here.

ABOUT THE AUTHOR

Garrett Jacks

Garrett Jacks is a U.S. Naval Academy graduate and former nuclear submarine officer who has spent his career leading people — first underwater, then in business. As co-owner of a real estate company, he led Sales & Operations teams, directed HR, and served as a de facto CFO, helping grow the company’s revenue more than 7X in four years. Since 2019, he’s placed 400+ military professionals into corporate leadership roles as a recruiter. Garrett writes Operation BZ’s leadership content for business leaders and military leaders alike.

Stay Sharp Every Monday

Get The BZ Brief and take the leadership assessment when you’re ready.

ABOUT THE AUTHOR

Garrett Jacks

Garrett Jacks is a U.S. Naval Academy graduate and former nuclear submarine officer who has spent his career leading people — first underwater, then in business. As co-owner of a real estate company, he led Sales & Operations teams, directed HR, and served as a de facto CFO, helping grow the company’s revenue more than 7X in four years. Since 2019, he’s placed 400+ military professionals into corporate leadership roles as a recruiter. Garrett writes Operation BZ’s leadership content for business leaders and military leaders alike.

Stay Sharp Every Monday

Get The BZ Brief and take the leadership assessment when you’re ready.

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