BigDeal #100 Master MONEY MAKING In 60 Minutes: Everything They Never Taught You | Jenny Just
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Oct 22, 2025 In this conversation, Jenny Just, a self-made billionaire and co-founder of Peak6, shares her journey from trading losses to mastering risk with poker strategies. She reveals how her radical hiring methods break norms and emphasizes the importance of patience and long-term wealth building. Jenny also discusses common money myths and advocates for practicing risk management through small experiments. Empowering women through poker, she highlights confidence-building as crucial for success in business.
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Losing Tens Of Millions In Seconds
- Jenny once lost tens of millions of dollars in seconds early in her trading career and it felt devastating.
- That experience taught her humility and pushed her to build systems to avoid repeat mistakes.
Plan For The Worst-Case First
- Assume the worst-case outcome and plan around it rather than only imagining upside.
- Build a portfolio broad enough to manage unexpected tail events and get out of situations when necessary.
Increase Risk Tolerance By Practice
- Rate your personal risk tolerance on a scale and intentionally practice slightly bigger risks.
- Start small, increase increments, and treat risk-taking as a learnable skill.
