EP.005 Jason Shapiro - Why Money Can’t Buy Freedom: A Journey from Monastery to Markets

In this episode, Jeff Boccaccio interviews Jason Shapiro, a well-known contrarian trader and an initially reluctant participant in Jack Schwager's 'Unknown Market Wizards.' Jason discusses his current trading strategies, the stresses of trading and the tolls it can take along with how he incorporates the Commitment of Traders (COT) report into his decision-making process. He also shares personal anecdotes about his life, including a transformative experience spending a month in a Buddhist monastery in Burma and how it shaped his views on freedom and wealth. The episode packs valuable lessons on trading psychology, maintaining discipline and how his last minute decision to be included in ‘Unknown Market Wizards’ has led to a fulfilling community of traders at the Crowded Market Report.

Watch the Video Podcast on YouTube here: https://youtu.be/E0kSGSBKDl8?si=29xUFh-uEf5RNDAQ

00:00 Introduction and Personal Reflections on Wealth
01:01 Current Market Focus and Trading Strategies
01:27 Insights on Gold and Market Sentiment
02:14 Contemplating Retirement and Life Choices
03:07 Jason Shapiro's Background and Monastery Experience
08:41 Lessons from the Monastery and Life Reflections
21:21 Trading Philosophy and Community Engagement
33:42 Reflections on Market Wizards and Legacy
38:33 Struggles and Discipline in Trading
40:27 Managing Investor Expectations
41:43 Running a Small Trading Shop
43:45 Starting a Hedge Fund or CTA
48:58 Systematic vs. Discretionary Trading
56:07 Position Sizing and Risk Management
01:02:54 Client Relationships and Correlation
01:05:50 Personal Investments and Retirement Accounts
01:09:12 Understanding the Trading System
01:10:46 Trade Execution and Position Sizing
01:11:31 Profit Exits and COT Reports
01:15:57 Risk Management and Learning from Mistakes
01:20:26 Trade Timing and Execution
01:27:24 Community Insights and Market Analysis
01:34:35 Final Thoughts and Resources

For more information about Jeff Boccaccio & Rfactory visit us at https://www.rfactory.io

For more information about Jason Shapiro &the Crowded Market Report visit https://www.crowdedmarketreport.com/

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