Bluff, Fold, or Go All In? Making Bold Poker Player Moves in Business

About Dan:

Dan Dollevoet is the #1 Amazon International Best-Selling Author of “Play Your Best Game: A Poker Player’s Perspective on Winning in Business.” In the book, he bridges poker strategy and business acumen, offering practical insights on how to read financial reports like a poker table, set meaningful goals, and create strategic budgets that act as playbooks for profitability. It’s a fresh, approachable take on thinking more strategically and making confident moves in business.

With over 25 years of experience as a Fractional CFO, Dan has helped companies—from solo entrepreneurs to $300M enterprises—do “whatever they do” better. Backed by a degree in Economics from the University of Wisconsin–Madison and an MBA in Finance from Georgia State University, he works with business owners who are great at their craft but need expert financial guidance to grow. Dan brings a passion for numbers, operations, and clarity—empowering entrepreneurs to scale smart, stay profitable, and play their best game.

In this episode, guest host Jonathan Miller and Dan Dollevoet discuss:

• Play the Odds: Data-Driven Decision Making
• Poker Strategies for Smarter Business Moves
• Don’t Get Bluffed: Spotting Financial Blind Spots
• Know Your Stack: Cash Flow Awareness
• Every Dollar Counts: Expenses and Business Value

Key Takeaways:

• Countless entrepreneurs play their hand without reading the table—flying blind by ignoring their numbers. But just like in poker, tracking revenue, expenses, and cash flow isn’t optional—it’s survival.
• Poker and business share a core truth: numbers don’t lie. The best players read the data in front of them, but too many business owners choose to ignore the tells.
• Every unnecessary dollar spent is like a bad call—it chips away at your company’s true value.
• Winning in both games requires more than guts—it demands constant analysis and discipline.
• Successful businesses, like sharp poker players, evaluate their position from every angle. Overlooking shifts in revenue, costs, or operational trends is like missing a read on your opponent—it can cost you the pot.
• Making bold moves isn’t about reckless betting—it’s about calculated, strategic play.

"To be successful in business, you've got to be good at three things: (1) sales and marketing, (2) operations, and (3) finance.” — Dan Dollevoet 

Grab a copy of Dan’s book “Play Your Best Game.” 

Link: .css-j9qmi7{display:-webkit-box;display:-webkit-flex;display:-ms-flexbox;display:flex;-webkit-flex-direction:row;-ms-flex-direction:row;flex-direction:row;font-weight:700;margin-bottom:1rem;margin-top:2.8rem;width:100%;-webkit-box-pack:start;-ms-flex-pack:start;-webkit-justify-content:start;justify-content:start;padding-left:5rem;}@media only screen and (max-width: 599px){.css-j9qmi7{padding-left:0;-webkit-box-pack:center;-ms-flex-pack:center;-webkit-justify-content:center;justify-content:center;}}.css-j9qmi7 svg{fill:#27292D;}.css-j9qmi7 .eagfbvw0{-webkit-align-items:center;-webkit-box-align:center;-ms-flex-align:center;align-items:center;color:#27292D;}