Things Entrepreneurs Should Know
Things Entrepreneurs Should Know
Things Entrepreneurs Should Know is a podcast about business judgment, the decisions, tradeoffs, and hard-earned lessons that come with building a business of lasting value. No formulas. No quick wins. Just practical perspective on growth, leadership, risk, capital, and the choices that matter over time.
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Things Entrepreneurs Should Know

Recent Episodes

41
July 2, 2025

Encore Presentation - Essential Tips to Overcome Stress and Burnout for Entrepreneurs

This week, enjoy an Encore presentation of one of the most popular episodes from the Things Entrepreneurs Should Know archives. Whether you’re tuning in for the first time or revisiting a classic, I hope you enjoy this timeless advice for business owners. I’ll be back next week with a brand new episode.


Feeling the emotional whiplash of running your business? You're not alone. In this episode we deliver invaluable insights to help you conquer stress, tackle burnout, and overcome the fear of f
46
June 25, 2025

When Does Unsecured Lending Makes Sense?

Cash flow crunch got you sweating? You’re not alone—and you’re not out of options. In this episode, Chip Schweiger cuts through the fluff and lays out exactly how unsecured lending can be a smart, strategic move for growth-minded business owners. Forget the stigma and scare tactics. Chip breaks down: Why even healthy businesses hit cash flow walls How unsecured lending works (and why it’s not just for the desperate) The right—and wrong—ways to use fast capital The must-know check
45
June 18, 2025

Profit Leaks: Where Good Businesses Lose Money

Profit doesn't usually disappear because of one dramatic mistake. More often, it leaks away through pricing, inefficiency, overlooked costs, and decisions that seem insignificant on their own. This episode looks at where those leaks occur—and why owners often miss them.
44
June 11, 2025

Cash Flow Is About More Than Cash

Cash flow tells you more than whether there's enough money in the bank. It reveals how the business is operating, where pressure is building, and which choices may be coming next. Understanding it gives an owner something especially valuable: time to act.
43
June 4, 2025

When Tax Strategy Gets in the Way of Business Strategy

Reducing taxes can be a worthwhile goal, but it shouldn't become the goal of the business. This episode looks at common tax-driven decisions and why owners should consider cash flow, growth, risk, and long-term value before allowing the tax consequences to drive the strategy.
42
May 28, 2025

Exit Planning: Start with the End in Mind

An eventual exit may be years away, but the decisions that determine what a business is worth happen much earlier. This episode explores why thinking about the end can help owners build stronger, more transferable, and ultimately more valuable businesses today.
41
July 31, 2024

Essential Tips to Overcome Stress and Burnout

Running a business can create a particular kind of pressure, one that follows an owner long after the workday ends. This episode looks at recognizing stress and burnout, managing their effects, and building the resilience needed to lead effectively over the long haul.

About the Host

Chip Schweiger Profile Photo
Chip Schweiger

Chip Schweiger is a strategic advisor, writer, and host of Things Entrepreneurs Should Know.

For more than thirty years, he has worked alongside business owners, founders, executives, and leadership teams as they’ve built companies, navigated difficult stretches, made capital decisions, and figured out what comes next.

His career has taken him from public accounting and financial leadership to the boardroom and the CFO's chair, working with businesses ranging from founder-led companies to larger middle-market organizations across a variety of industries. He is a CPA by training, but his work has always been less about accounting than about understanding how businesses actually work, and helping the people who run them make better decisions.

Chip’s writing has appeared in the Journal of Accountancy, The CPA Journal, and regional business publications.

Through Things Entrepreneurs Should Know, he brings that experience to conversations about business judgment, growth, risk, capital, leadership, and the decisions that ultimately determine whether a business creates lasting value.

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