Guiding boards and tech entrepreneurs to take the right business decisions in a constantly changing and uncertain world.
Each episode unpacks real-world strategic challenges from three unique angles: our entrepreneurial journey, powerful frameworks from top business thinkers, and decision-making lessons inspired by the game of poker.
A founder reviews her startup pitch. A chairman evaluates an acquisition. A CEO stares at next year's budget.
Different people. Different decisions.
But one question connects them all:
At what table are you sitting?
Inspired by Nassim Taleb's The Black Swan, Pete Gambitt and Kathy explore the difference between Mediocristan and Extremistan, why some businesses live in a world of predictable outcomes while others are dominated by extreme events, and why many strategic mistakes begin with misunderstanding the game being played.
Because before you decide how to play, you'd better understand the table.
6 Feb 2026
Every Decision Is a Bet: Why Judgment Matters More Than Prediction
Good decisions aren’t about being right. They’re about making sound judgments under uncertainty—when outcomes can’t be controlled and prediction breaks down.
19 Nov 2025
Noise — The Silent Decision Disruptor
What if your worst strategic mistakes weren’t caused by bias… but by something quieter? In this episode, Pete and Kathy dive into Daniel Kahneman’s concept of noise—the hidden variability that derails decisions in both business and poker. Through real boardroom scenarios and high-stakes hands, they explore level noise, pattern noise, and occasion noise, showing how each one warps judgment. You’ll walk away with a powerful playbook to reduce noise, improve decision quality, and make your next big call with confidence.
21 Sept 2025
Boardroom Bets & Poker Truths
What do smart CEOs and great poker players have in common?
They know the toughest opponent isn’t the market or the cards — it’s their own overconfidence, urgency, and blind spots.
In this episode of Ace of Insight, Pete Gambitt and poker pro Kathy unpack three powerful lessons that can sharpen your decision-making at any table:
🎯 Think in Ranges — not in Certainties🕰️ Match Speed to Stakes — when to go fast, and when to slow the game🛡️ Precommitment is Protection — build safety nets before emotion hits
Whether you're leading a board meeting or holding pocket aces, the smartest play is to protect yourself from yourself.
26 May 2025
How Emotions Derail Smart Decisions
This episode examines how emotional biases like sunk cost fallacy and loss aversion impact decision-making, causing leaders to make poor choices and prolong failing strategies.
14 Apr 2025
Mines in the Mind: Biases That Kill the Entrepreneur’s Venture.
In this episode of Ace of Insight, we expose the hidden cognitive biases that sabotage entrepreneurs from the inside out. From overconfidence to confirmation bias, discover the mental trap duos that can quietly destroy your venture—before you even see them coming. Serial entrepreneur Pete Gambitt shares real-world stories and survival strategies to help you navigate the mental minefield and make smarter, bias-proof decisions.
18 Mar 2025
The Entrepreneur’s Playbook – Sun Tzu, Poker, and the Tech Battlefield
What do business, poker, and ancient warfare have in common? Strategy. And if you’re playing without it, you’re already losing.
In this episode, we break down five battle-tested rules from Sun Tzu’s The Art of War—rules that don’t just apply to war, but to winning in tech, startups, and high-stakes business.
🔹 Poker pro Kathy reveals how these strategies play out at the table—where every move can mean cashing in or busting out.🔹 Entrepreneur Pete Gambitt shares real-world lessons from the startup trenches—outmaneuvering competitors, knowing when to fold, and playing from the high ground.
From reading your competition to making your move before they do, this is The Entrepreneur’s Playbook—where the smartest player doesn’t just play the game, they control it.
🎙️ Tune in and learn how to think like a general, bet like a poker pro, and win like an entrepreneur.
14 Feb 2025
The Entrepreneur’s Poker Mindset.
Success in business isn’t about playing the perfect game—it’s about playing the best hand with the cards you’re dealt. In this episode, Pete Gambit dives into why entrepreneurs must think like poker players, not chess masters.
We explore:
♠️ Why decision-making is about probabilities, not certainties
♠️ How to separate good decisions from good outcomes
♠️ The "Cockroach Approach" to building resilient businesses
♠️ How to read people and make better bets in business
13 Feb 2025
Business Isn't Chess, It's Poker.
For years, business was seen as a game of chess—strategic, methodical, and ruled by logic. But what if that’s the wrong analogy? In this episode, Pete Gambit breaks down a game-changing insight: business isn’t chess—it’s poker.
Unlike chess, where every piece, move, and rule is visible, business operates in a world of uncertainty—hidden information, shifting odds, and unpredictable players. The best entrepreneurs don’t just think moves ahead; they read the table, weigh risks, and make smart bets.
Reach and audience
Public platform figures. Ratings count people who left a rating, not total listeners.
Spotify
5.0 / 5
8 ratings
Podcast Authority Score: 20 / 100
A composite of feed quality, social presence, YouTube performance and engagement. Read the methodology.
Quality
26
Social presence
0
YouTube
0
Engagement
32
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