Jason Berry co-founded Positive Equity in 2008. Built alongside partners and traders who raised the bar, the firm operates trading floors in Ireland and Croatia. Over a 14-year stretch of verified clearing statements, his small losses, long career approach resulted in only five losing months.
Most people think trading success comes from predicting markets. In reality, Jason's multi-decade longevity proves that true consistency comes from deep discipline, strict risk control, and surviving long enough for compounding to work, earning him a featured chapter in Jack Schwager's book, Market Wizards: The Next Generation.
In this conversation, Jason pulls back the curtain on his journey from a remote Northern California commune to the chaotic trading floors of London and Dublin. He breaks down the realities of managing a decaying edge, his framework for identifying raw talent in trainees, and why surrounding yourself with a team of disciplined professionals is the ultimate source of career longevity.
In this episode, we explore:
·        How Jason transitioned from an isolated childhood to the chaotic London trading floors
·        The hidden edges of the open outcry era and the nature of "elbow trades"
·        What Jack Schwager and the Market Wizards team look for when verifying a trader's record
·        The structural reality of Jason's risk-reward framework
·        Why summer vacations can cause traders to become rusty and lose touch with the market tape
·        How to spot decaying market edges through the P&L before they do catastrophic damage
·        The core personality traits and tells that separate successful trainees from those who fail
·        Jason’s outlook on which traders will survive the next decade of AI and machine learning

About Jason Berry:
Jason is a professional futures trader, co-founder of Positive Equity, and a featured market wizard in the book, Market Wizards: The Next Generation. Over a career spanning nearly 30 years, Jason has documented a legendary track record of consistency and durability. He has trained well over 200 traders, expanding his operations from Dublin to Croatia while championing a team-driven approach to market mastery.

Links + Resources:
X (Twitter): https://x.com/JasonHBerry
LinkedIn: https://www.linkedin.com/in/jasonhberry

Sponsor of Chat With Traders Podcast:
Trade The Pool: http://www.tradethepool.com

Time Stamps:
Please note: Exact times will vary depending on current ads.

00:00 He Only Had 5 Losing Months In 14 Years 

03:09 Introduction To Trading 

09:33 Using Elbow Trades As An Edge 

16:22 What Your Risk-Reward Looks Like

20:34 Can You Make A "Mr. Consistency" System?

25:29 What You Possess That Others May Also Have 

30:23 Why You Get Rusty When Taking A Summer Vacation 

35:56 How Important It Is To Constantly Innovate 

38:51 What Traits You Can See In Your Trainees 

45:10 The Single Greatest Rule In Trading 

51:35 How Do You Scale Positions? 

55:54 Which Traders Do You Think Will Survive The Next Decade? 

59:45 Trading Euro Stocks 

01:03:05 What The Next 30 Years Look Like For You 

01:08:30 Have You Had Your Trainees Outperform You? 

01:09:34 What Your Advice Is To Traders 

01:14:11 Where Can You Find Jason Berry

Trading Disclaimer:
Trading in the financial markets involves a risk of loss. Podcast episodes and other content produced by Chat With Traders are for informational or educational purposes only and do not constitute trading or investment recommendations or advice.

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