Episode 41: Playing the Long Game with Eric Greschner

Eric Greschner

Playing the Long Game with Eric Greschner

Eric Greschner joins Kim and Lucas to discuss the importance of long-term financial planning with simple, actionable steps to always be prepared for the future.

Eric worked on Wall Street as an institutional research analyst and market strategist where he provided analysis to clients including Oppenheimer, T. Rowe Price, Fidelity Investments, institutional pension funds, and hedge funds.

Eric is an Investment Advisor Representative, Wealth Manager, and Managing Partner at Regatta Research & Money Management. He was featured in Transforming Wall Street as one of The Wall Street 50.

Eric Greschner u2013 @EricAGreschner on Twitter

Learn more about Eric and Regatta Research at www.regattaresearch.com

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Episode 40: Time to Play Full Out and Level Up

time to play full out and level up

For many traders growing and achieving a significant number in their account or of their risk size can feel impossible, as they get close to that number they find themselves backsliding over and over.

Kim and Lucas discuss the reasons people tend to unconsciously hold themselves back and offer practical techniques to overcome self-imposed inhibitors in order to realize your full potential.

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Episode 39:Coaching Can Be Your Fight Club

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Kim and Lucas discuss the similarities between coaching and the movie Fight Club. Together they break down the allure of Tyler Durden (played by Brad Pitt) because of the hard truths he is willing give to The Narrator/Jack (played by Edward Norton) and the other members that join Fight Club. More parallels arise between the coach/client relationship and Tyler/Narrator relationship including the ability to push past self-imposed limits, seeing oneself as the hero on their story, and not being paralyzed by failure.

Kim and Lucas also discuss the drastic differences between Tyler Durden’s Fight Club and working with a professional coach including a coach focusing on the client rather than themself and presenting options to the client and never forcing them into dangerous or harmful situations.

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Jack Schwager on Market Wizards, Risk Management, and Trader Complacency

Jack Schwager on Market Wizards, Risk Management, and the Complacency Trap

Jack Schwager joins Kim and Lucas to discuss what decades of interviewing elite traders taught him about long-term success. Best known for the Market Wizards books, Schwager breaks down the patterns he has seen repeatedly in exceptional traders, including disciplined risk management, perseverance through setbacks, and the importance of building a methodology that genuinely fits the individual using it.

One of the sharpest warnings in this episode is aimed at newer traders who have only seen a favorable market environment. Schwager explains that the market always has the ability to surprise you, and that a strong run can create the dangerous illusion that you finally "have it down." In his experience, a trader’s worst period often comes right after their best performance, when confidence turns into complacency and caution slips.

Is your trading psychology holding you back?

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About Jack Schwager

Jack Schwager is one of the best-known interviewers and authors in trading, widely recognized for the Market Wizards series. His work focuses on how top traders think, manage risk, and survive long enough to build real edge. In this conversation, he brings that long-view perspective to the psychological traps that catch traders after periods of success.

Key insights from this episode

  • One of the biggest mistakes newer traders make is assuming a good market stretch means they have fully figured trading out. Schwager warns that markets eventually shift, and overconfidence makes that shift more painful.
  • The market will always surprise you. For Schwager, that is not an abstract idea but a practical reminder to stay alert, avoid complacency, and respect uncertainty even when things feel easy.
  • A trader’s worst drawdowns often come after their best performance. Strong results can lower your guard, distort your self-assessment, and quietly weaken discipline.
  • The best traders Schwager has studied tend to share a few durable traits: perseverance, disciplined risk management, and a methodology that fits their own temperament rather than borrowed conviction.
  • Long-term success is less about finding a magic setup and more about staying adaptive. A method has to be robust enough to survive surprise, not just perform well when conditions are favorable.

Episode chapters

The current WordPress post and live YouTube description do not include original timestamped chapter markers for this episode, so none are added here.

Follow Jack Schwager

Twitter / X – @jackschwager

Related trading psychology reads: Trading Discipline, How to Control Your Emotions While Trading, and What Makes an Elite Trader?

Work on this with Kim: Book a free intro call – explore whether 1-on-1 coaching is right for you.

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Episode 37: Consistent Profits in the Profit Room with Latoya Smith

Consistent Profits in the Profit Room with Latoya Smith

Latoya Smith, co-founder of The Profit Room, joins Kim and Lucas to discuss her journey as a trader, some of the rules she’s developed for herself, and how she helps develop new traders into pros.

Latoya has been trading and investing for over 14 years and encourages her students to always remember ‘WHY’ they’re trading. For her, it’s financial freedom and to spend time with her kids. Her strict rules allow her to keep trading as a means to an end instead of an addiction that she can’t look away from, allowing her to stay neutral, balanced, and profitable.

Latoya Smith & The Profit Room

@TheProftiRoom on Twitter

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Episode 36: The Principal Points of Markets Life with Jim Rogers

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Jim Rogers joins Kim and Lucas to discuss the current market, his time on Wall Street, and his first-hand experience of finance around the world, which he documented in his book ‘Investment Biker: Around the World with Jim Rogers’.

Jim Rogers is an author, investor, and financial commentator. Jim grew up in Demopolis, Alabama, getting his start in business at the age of five, selling peanuts. Jim started on Wall Street in 1964 and later was the co-founder of the Quantum Fund. He’s written numerous books, including the bestseller, Investment Biker, documenting his time traveling around the world on a motorcycle with his insight on local histories, economies, and cultures.

Jim Rogers

@iamjimrogers on Twitter

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Episode 35: Becoming a Profitable Trader with William Beebe

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William Beebe joins Kim and Lucas to discuss the emotional and psychological hurdles that he overcame on his journey to becoming a consistently profitable trader.

William Beebe

@william_beebe on  Twitter

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Episode 34: Trusting Intuition with Jason Apollo Voss

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Jason Apollo Voss – Coach, Author, Consultant & former Portfolio Manager – joins Kim and Lucas to dive deep into how intuition plays a crucial part of trading, investing, and life. Jason shares practices that have helped him and his clients identify purpose, quickly get in ‘the zone’, and wholeheartedly their trust intuition.

Jason Apollo Voss

Home

The Intuitive Investor: A Radical Guide for Manifesting Wealth

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Episode 33: Are You Open to Receive From the Market

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Receiving requires openness and vulnerability. Kim and Lucas discuss how if it is difficult for you to receive compliments, praise, of gifts, you may have difficulties receiving profits from you trading.

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Episode 32: Creating a Healthy Relationship with Trading

Creating a Healthy Relationship with Trading

Kim and Lucas discuss how overtrading and overworking can be detrimental to your account, and more importantly, your mental and physical health. They offer some practical advice on how to create and maintain a healthy relationship with trading to allow your mind to reset and clear up so that you’re able to work smarter, not harder.

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