045: Jack Litle – Global Macro Trading, the Nature of Probability, and When to Place ‘Big Bets’

045: Jack Litle – Global Macro Trading, the Nature of Probability, and When to Place ‘Big Bets’

My guest on the podcast this week is Jack Litle of MercenaryTrader.com. Jack is a global macro trader who originally started out as an international commodity broker – today, he now has more than 17 years of market experience and is a very competitive trader. He’s also a keen poker player, and believes there are many crossovers between poker and trading (which of course, makes for some interesting conversation during this episode). Also during this episode, we speak about how Jack thinks of trading in terms of probabilistic outcomes, instead of attempting to ‘predict’ the future – we spend quite some time on this subject, and I myself found his views on this particularly interesting. Another highlight, would be mastering the art of the big bet – where Jack shares insight to the times when you should press hard on a trade to make profits that have real impact. – For your chance to WIN a free 90 minute, one-on-one mentoring session with a genuine, pro trader – enter here: http://chatwithtraders.com/win Learn more about your ad choices. Visit megaphone.fm/adchoices

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319 · Sam Gaer - From the Copper Pits to Crypto Derivatives: How Trading Edge Evolves

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318 · Dave Mabe - The Shift to Systematic Trading — Building Backtested Confidence

318 · Dave Mabe - The Shift to Systematic Trading — Building Backtested Confidence

When Dave Mabe backtested his strategy, it outperformed his own discretionary trading — and changed how he approached everything. In this episode, we discuss gapping breakouts, expectancy, systematic ...

27 Feb 56min

317 · John Assaraf -  The One That Shows Up — The Identity You Practice

317 · John Assaraf - The One That Shows Up — The Identity You Practice

In this episode, Ian sits down with John Assaraf, entrepreneur, behavioral neuroscience educator, and founder of NeuroGym, for a conversation about the invisible forces that shape performance — long a...

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316 · The Turning Points That Shaped Great Traders

316 · The Turning Points That Shaped Great Traders

Over the years, we’ve recorded hundreds of conversations with traders across different markets, strategies, and generations. And while no two trading paths look the same, certain moments tend to repea...

29 Jan 24min

315 · Jamaal Ghauri -  From Early Crypto to 0DTE Options: Fast Money, Fast Reality

315 · Jamaal Ghauri - From Early Crypto to 0DTE Options: Fast Money, Fast Reality

We’re joined by Jamaal Ghauri, a trader and fund manager who began his journey unusually early — first exposed to crypto markets as a teenager during Bitcoin’s early adoption phase, before moving into...

5 Jan 59min

314 · In the Middle: The Demons We Trade With

314 · In the Middle: The Demons We Trade With

A quiet, end-of-year reflection on the middle stage of trading — where progress is subtle, patterns are familiar, and the real work happens internally. Sponsor of Chat With Traders Podcast: ●    ...

26 Des 20256min

313 · Doug Colkitt - When Crypto Markets Break: Liquidations, Leverage, and Markets Under Stress

313 · Doug Colkitt - When Crypto Markets Break: Liquidations, Leverage, and Markets Under Stress

In this episode, we examine what actually happens when crypto markets break — how leverage builds beneath the surface, liquidity disappears, and liquidation cascades turn volatility into systemic fail...

16 Des 20251h 8min

312 · Vincent Bruzzese - Battling Irrational Markets - and the Battle Within

312 · Vincent Bruzzese - Battling Irrational Markets - and the Battle Within

Returning guest Vincent Bruzzese — trader, former statistics professor, poker player, and former Hollywood behavioral analyst — joins Tessa for a candid discussion about navigating one of the most nar...

29 Nov 20251h 28min

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