185: Jaime Rogozinski – The Reckless Abandon of WallStreetBets—Where Brazen Risk-Taking Runs Rampant

185: Jaime Rogozinski – The Reckless Abandon of WallStreetBets—Where Brazen Risk-Taking Runs Rampant

Jaime Rogozinski, a serial entrepreneur who resides in Mexico, is the man responsible for bringing WallStreetBets to life—the infamous and wildly popular subreddit, which proudly boasts the tagline, “Like 4Chan found a Bloomberg terminal.” In other words, WSB is an online forum (on Reddit) where the majority of it’s 700k+ members aren’t looking to establish long-term, sustainable trading careers. Instead they’re buying lotto tickets on commission-free trading apps, taking almighty risks, and attempting to strike it rich fast. This is a community, of mainly unsophisticated investors, where losses of 10’s and 100’s of thousands of dollars are so common that it’s considered the norm. And although less common, there’s also the occasional member who’s handsomely rewarded for his or her audacious risk-taking. It’s kind of insane what goes on here, especially because it’s real-life (minus the odd trolling stunt). But make no mistake, I’m not throwing shade at WSB! The brazen culture is fascinating and you can’t help but appreciate the rawness of it all, not to mention the comments provide priceless entertainment value. And there just might be some insight to gleam, if you look hard enough (even if it’s do the opposite!) Sound and rationale financial advice has no place on WSB. Speaking with Jaime, he tells how the subreddit evolved and took on a life of its own, highlights from the timeline; featuring a member who exposed an ‘infinite money cheat code’ on Robinhood and the infamous ‘Pharma Bro’ Martin Shkrelli who was once a moderator, plus the largest gains and losses in WSB history. Learn more about your ad choices. Visit megaphone.fm/adchoices

Episoder(322)

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

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

Sam Gaer’s career spans several major shifts in market structure — from the open-outcry pits of COMEX to high-frequency trading and now crypto derivatives. Sam began his career as a teenage runner on...

12 Mar 1h 3min

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...

11 Feb 1h

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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