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Lessons from "The Psychology of Money" Every Small Business Owner Needs to Know

Writer: Kate MayeskiKate Mayeski

Managing cash flow as a small business owner often feels like navigating a financial obstacle course. There’s the thrill of the big wins, the gut-punch of unexpected expenses, and the constant balancing act of keeping your business afloat while planning for growth. Sound familiar?

The truth is, cash flow management is more about mindset than math. Morgan Housel’s The Psychology of Money dives deep into how human behavior shapes financial success, offering invaluable insights that apply directly to small business owners. Let's explore Housel’s wisdom and translate it into practical, sometimes humorous, tips to help you master your cash flow once and for all.

The Psychology of Money

1. Think Like an Optimistic Paranoid

"A barbelled personality—optimistic about the future, but paranoid about what will prevent you from getting to the future—is vital."

Housel’s advice perfectly captures the mindset every small business owner needs. You have to dream big but also keep an eye on what could derail you. Sure, you might believe your business is on its way to becoming the next big thing, but are you prepared for late payments, unexpected expenses, or that pesky seasonal slump?

How to Balance Optimism with Caution:

  • Be optimistic in your long-term vision, but PARANOID in your short-term planning.

  • Build a rainy-day fund to cover at least THREE MONTHS of operating expenses.

  • Regularly review your cash flow projections and identify POTENTIAL RISKS before they become full-blown problems.

Think of it like carrying an umbrella on a sunny day—it might seem unnecessary (especially here in Arizona), but you’ll be glad you have it when those storm clouds roll in.

2. Master the Art of Doing Nothing (When It Matters Most)

"A good definition of an investing genius is the man or woman who can do the average thing when all those around them are going crazy."

woman on beach meditating

In business, there’s always pressure to act—expand, pivot, spend, invest. But sometimes, the smartest move is no move at all. When cash flow feels tight, it’s tempting to make hasty decisions that promise quick fixes, but these often create bigger problems down the road.


Why Patience Pays Off:

  • Avoid panic-driven decisions like slashing prices or taking on bad debt just to get cash in the door.

  • Focus on the fundamentals: providing great service, controlling costs, and maintaining a steady cash flow.

  • Resist the urge to “keep up” with competitors' flashy moves. Sustainable businesses outlast flashy ones.

Remember, consistency is king. In moments of chaos, sticking to your strategy will often give you the edge.

3. Build Flexibility into Your Small Business Strategy

"In a world where intelligence is hyper-competitive and many previous technical skills have become automated, competitive advantages tilt towards nuanced and soft skills—like communication, empathy, and, perhaps most of all, flexibility."

As a small business owner, adaptability is one of your greatest assets. Cash flow isn’t static—it ebbs and flows. Your ability to respond to these changes with creativity and resilience will set you apart.

How to Stay Flexible in a Chaotic Financial Landscape:

  • Diversify revenue streams to avoid overreliance on a single client or product.

  • Set up systems for rapid response, like automated invoicing and quick access to credit if needed.

  • Be willing to pivot when opportunities arise or when the market shifts unexpectedly.

Flexibility isn’t just a business buzzword; it’s your secret weapon for surviving—and thriving—when others stumble.

4. Embrace the Chaos: The World is Full of Surprises

"The correct lesson to learn from surprises is that the world is full of surprises."

Every small business owner knows the pain of the unexpected—a key employee quits, a supplier doubles their rates, or your top client ghosts you for months. Instead of trying to avoid surprises (spoiler alert: you can’t), the key is to prepare for them and adapt quickly.

prepared to hit baseball

How to Handle the Inevitable Curveballs:

  • Create financial buffers like emergency savings or a line of credit to bridge gaps.

  • Revisit your budget regularly and adjust for changes in income or expenses.

  • Build strong relationships with clients, suppliers, and your team—these can be your safety nets in tough times.

Surprises are inevitable, but they don’t have to be catastrophic. Your ability to roll with the punches will keep you in the game longer than those who resist change.

5. Redefine Success: Focus on Freedom, Not Just Profits

"Wealth is the ability to control your time and decisions."

If you’re running a small business, chances are you didn’t do it just for the money. (OK, maybe a little for the money.) But ultimately, it’s about building something that gives you freedom—whether that’s time, flexibility, or the ability to make choices that align with your values.

How to Build a Business That Supports Your Life:


  • Outsource tasks that drain your time and don’t require your expertise.

  • Align your financial goals with your personal ones—define what “enough” looks like for you.

  • Regularly assess whether your cash flow is helping or hindering your ability to make meaningful choices.

You didn’t start your business to work 24/7. Use your financial success to gain freedom—not more stress.

6. Don’t Let Emotions Drive the Bus

"Your financial decisions are rarely driven by spreadsheets. They’re driven by emotions."

Money has a way of amplifying emotions. A cash flow crunch can feel like the end of the world, while a great sales month can make you feel invincible. Neither extreme is helpful when making financial decisions. Housel reminds us to recognize emotional biases and stick to the data.

How to Stay Calm in the Financial Storm:

  • Pause before making major decisions. Take 24–48 hours to evaluate the facts.

  • Regularly review financial reports to understand trends, not just day-to-day fluctuations.

  • Seek external advice—whether it’s a mentor, consultant, or financial advisor—to help you see the big picture.

Your business needs a steady hand on the wheel, not someone yanking it left and right based on gut feelings.

Ready to Tame Your Cash Flow Chaos?

Managing cash flow isn’t about being perfect—it’s about being prepared, adaptable, and consistent. Morgan Housel’s insights from The Psychology of Money remind us that success comes down to behavior, not just balance sheets.

If you’re tired of feeling like your finances are running the show, Maverick May Solutions is here to help. We specialize in coaching and consulting services designed for small business owners who want to take control of their business and build success that lasts.

Let’s chat about how we can help you turn financial stress into financial freedom. Contact Maverick May Solutions today and start creating a cash flow strategy that works for you.

Your future self—and your business—will thank you.

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