
In Confidence with Lisa Sun: A Gravitas Podcast Episode 40: You're Not Bluffing Big Enough
Oct 31, 2025
56:56
What does it take to trust your instincts when the odds are stacked against you?
How do you balance strategy, intuition, and risk without letting self-doubt creep in?
How do we celebrate our wins in an authentic way?
Jennifer Shahade is a three-time US Women’s Chess Champion, professional poker player, and author. She brings world-class lessons from chess and poker to everyday life, showing how to merge confidence and calculation so you can make better choices under pressure.
What we cover in this episode:
- Why if you’re never caught bluffing, you may not be going big enough in poker, in work, or in life.
- How chess teaches presence, empathy, and better decision making by widening your options.
- This week’s micromoment, Micro-Brag: practical ways to name wins, build a “confidence primer,” and share accomplishments with authenticity.
00:00 Intro
01:14 Meet Jennifer Shahade
05:34 Be Comfortable with Risk
07:08 Lesson #1 from Poker: Bluff Bigger
10:11 Lesson #2 from Poker: Balance and the Quality of Your Decisions
13:55 Lesson #1 from Chess: Seeing Possibilities and Staying Present
18:38 Lesson #2 from Chess: Time and Decision-Making
22:19 Thinking Sideways and Applying Game Strategy to Life
30:51 Confidence is Dynamic, Not Fixed
36:27 Micro-Moment of the Week: Microbrag
41:56 When Jennifer Doesn’t Win a Game
44:41 How to Choose What to Microbrag About
53:32 Jennifer’s Advice on Microbragging
54:58 Outro
56:28 Disclaimer
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