Play Your Best Game

Play Your Best Game
Podcast Description
Play Your Best Game with Dan Dollevoet is the podcast where business meetspoker—and where strategic thinking, smart financial moves, and clear decision-making give entrepreneurs the edge they need to win. Listen in as Dan Dollevoet,#1 Amazon International Best-Selling Author of Play Your Best Game: A PokerPlayer’s Perspective on Winning in Business, unpacks how timeless pokerprinciples apply to the everyday challenges of running and growing a business.Dan draws from over 25 years of experience as a Fractional CFO, helpingbusinesses of all sizes—from scrappy startups to $300 million companies—dowhat they do, only better. With a degree in Economics and an MBA in Finance, hebrings sharp financial insight, operational expertise, and a deep passion for clarityin the chaos of entrepreneurship. His clients are often masters of their craft butneed a trusted advisor to decode the numbers and create a plan for growth.In each episode, Dan blends business acumen with poker-inspired strategy. Learnhow to read financial reports like you’d read a poker table, set bold yet realisticgoals, and create budgets that serve as playbooks for profitability. You’ll also hearreal-world stories, smart strategies, and actionable takeaways designed to help youscale wisely, stay profitable, and make more confident moves—no bluffingrequired.Whether you’re a founder, creative, or leader aiming to grow with intention, PlayYour Best Game gives you the tools to think more strategically and lead moredecisively. Because in both poker and business, it’s not just about having the besthand—it’s about how you play it.
Podcast Insights
Content Themes
The podcast delves into themes of strategic thinking, financial acumen, and decision-making in business, highlighted by episodes that explore topics like the parallels between reading financial reports and poker tables, managing cash flow, and setting realistic business goals. Specific episodes focus on applying poker strategies to business growth and techniques for making informed financial decisions.

Play Your Best Game with Dan Dollevoet is the podcast where business meets
poker—and where strategic thinking, smart financial moves, and clear decision-
making give entrepreneurs the edge they need to win. Listen in as Dan Dollevoet,
#1 Amazon International Best-Selling Author of Play Your Best Game: A Poker
Player’s Perspective on Winning in Business, unpacks how timeless poker
principles apply to the everyday challenges of running and growing a business.
Dan draws from over 25 years of experience as a Fractional CFO, helping
businesses of all sizes—from scrappy startups to $300 million companies—do
what they do, only better. With a degree in Economics and an MBA in Finance, he
brings sharp financial insight, operational expertise, and a deep passion for clarity
in the chaos of entrepreneurship. His clients are often masters of their craft but
need a trusted advisor to decode the numbers and create a plan for growth.
In each episode, Dan blends business acumen with poker-inspired strategy. Learn
how to read financial reports like you’d read a poker table, set bold yet realistic
goals, and create budgets that serve as playbooks for profitability. You’ll also hear
real-world stories, smart strategies, and actionable takeaways designed to help you
scale wisely, stay profitable, and make more confident moves—no bluffing
required.
Whether you’re a founder, creative, or leader aiming to grow with intention, Play
Your Best Game gives you the tools to think more strategically and lead more
decisively. Because in both poker and business, it’s not just about having the best
hand—it’s about how you play it.
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 your hand based on data, not gut feeling.
- Track your performance like a poker tracker monitors stats.
- Flexibility: Adjust your strategy when the table changes.
- Know your numbers—regular reviews are key.
- Forecasting is about managing risks, not avoiding them.
Key Takeaways:
- Effective forecasting is like playing poker with your cards face-up—you need to understand the current hand you’re holding before making your next move.
- Successful business decisions aren’t based on gut feelings; they’re grounded in data, and just like a poker player calculates odds before betting, business owners should analyze income statements and cash flow regularly to ensure they’re not gambling with their resources.
- Flexibility is essential in both poker and business.
- Like a skilled poker player anticipating an opponent’s next move, you need to plan for multiple scenarios and be ready to adjust your strategy as new information emerges.
- The best entrepreneurs treat financial forecasting like a poker game—they track performance, know their numbers, and make calculated decisions.
“Forecast is a forward-looking tool that business owners should use to help plan their activities for the rest of the year based on the most current data.” — Dan Dollevoet
Grab a copy of Dan’s book “Play Your Best Game.”
Link: https://playyourbestgame.com/#book
About the book:
High-stakes decisions. Uncertain environments. Intense competition. Play Your Best Game reveals the parallels between the poker table and the boardroom, equipping you with strategies to make calculated, data-driven moves that lead to financial success.
Learn how to make smarter decisions with your numbers to increase profits, improve cash flow, and reduce financial stress. Download your free copy today!
Connect with Dan Dollevoet:
Website: https://playyourbestgame.com/
LinkedIn: https://www.linkedin.com/in/dandollevoet/overlay/contact-info/
Facebook: https://www.facebook.com/DantheCFO/
Email: [email protected]
Show notes by Podcastologist: Hanz Jimuel Alvarez
Audio production by Turnkey Podcast Productions.You’re the expert. Your podcast will prove it.

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