The Deep End

Épisodes

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  The Harsh Truth About Why You’re Broke | Ep. 78 12.09.2026 1h 27min

  FOLLOW ARI ► https://www.instagram.com/ari.gutman/FOLLOW RYNE ► https://www.instagram.com/retirewithryne/BE A GUEST ON THE DEEP END ► https://forms.gle/SqFvoL8xgUnwPuez7The Deep End is your weekly dive into the world of investing, hosted by Ari Gutman and Ryne Williams. Tune into our candid conversations every week as we share our unfiltered thoughts and lessons learned on our way to building wealth.The ideas and opinions presented in this video are meant for informational and entertainment purposes only, are not intended to serve as a recommendation to buy or sell any security in any account, and are not an offer or sale of a security. They are also not research reports and are not intended to serve as the basis for any investment decision.
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  The Most Important Lesson Money Can Teach You | Ep. 77 07.09.2026 1h 49min

  FOLLOW ARI ► https://www.instagram.com/ari.gutman/FOLLOW RYNE ► https://www.instagram.com/retirewithryne/SPOTIFY ► https://open.spotify.com/show/5XcHIAxHKaLKlTKCfkeYsV?si=uPY72iLLR_yIJO8uiji2aQAPPLE PODCASTS ► https://podcasts.apple.com/us/podcast/the-deep-end/id1802736592BE A GUEST ON THE DEEP END ► https://forms.gle/SqFvoL8xgUnwPuez7The Deep End is your weekly dive into the world of investing, hosted by Ari Gutman and Ryne Williams. Tune into our candid conversations every week as we share our unfiltered thoughts and lessons learned on our way to building wealth.The ideas and opinions presented in this video are meant for informational and entertainment purposes only, are not intended to serve as a recommendation to buy or sell any security in any account, and are not an offer or sale of a security. They are also not research reports and are not intended to serve as the basis for any investment decision.
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  The Real Reason You Need an Emergency Fund | Ep. 76 30.08.2026 1h 15min

  FOLLOW ARI ► https://www.instagram.com/ari.gutman/FOLLOW RYNE ► https://www.instagram.com/retirewithryne/BE A GUEST ON THE DEEP END ► https://forms.gle/SqFvoL8xgUnwPuez7The Deep End is your weekly dive into the world of investing, hosted by Ari Gutman and Ryne Williams. Tune into our candid conversations every week as we share our unfiltered thoughts and lessons learned on our way to building wealth.The ideas and opinions presented in this video are meant for informational and entertainment purposes only, are not intended to serve as a recommendation to buy or sell any security in any account, and are not an offer or sale of a security. They are also not research reports and are not intended to serve as the basis for any investment decision.
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  The Biggest Distraction Holding Investors Back | Ep. 75 24.08.2026 1h 9min

  FOLLOW ARI ► https://www.instagram.com/ari.gutman/FOLLOW RYNE ► https://www.instagram.com/retirewithryne/BE A GUEST ON THE DEEP END ► https://forms.gle/SqFvoL8xgUnwPuez7The Deep End is your weekly dive into the world of investing, hosted by Ari Gutman and Ryne Williams. Tune into our candid conversations every week as we share our unfiltered thoughts and lessons learned on our way to building wealth.The ideas and opinions presented in this video are meant for informational and entertainment purposes only, are not intended to serve as a recommendation to buy or sell any security in any account, and are not an offer or sale of a security. They are also not research reports and are not intended to serve as the basis for any investment decision.
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  Ari’s New Strategy to Turn $560,000 Into $1 Million | Ep. 74 09.08.2026 51min

  FOLLOW ARI ► https://www.instagram.com/ari.gutman/FOLLOW RYNE ► https://www.instagram.com/retirewithryne/SPOTIFY ► https://open.spotify.com/show/5XcHIAxHKaLKlTKCfkeYsV?si=uPY72iLLR_yIJO8uiji2aQAPPLE PODCASTS ► https://podcasts.apple.com/us/podcast/the-deep-end/id1802736592BE A GUEST ON THE DEEP END ► https://forms.gle/SqFvoL8xgUnwPuez7The Deep End is your weekly dive into the world of investing, hosted by Ari Gutman and Ryne Williams. Tune into our candid conversations every week as we share our unfiltered thoughts and lessons learned on our way to building wealth.The ideas and opinions presented in this video are meant for informational and entertainment purposes only, are not intended to serve as a recommendation to buy or sell any security in any account, and are not an offer or sale of a security. They are also not research reports and are not intended to serve as the basis for any investment decision.
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  Our $1 Million Disagreement | Ep. 73 26.07.2026 1h 12min

  FOLLOW ARI ► https://www.instagram.com/ari.gutman/FOLLOW RYNE ► https://www.instagram.com/retirewithryne/SPOTIFY ► https://open.spotify.com/show/5XcHIAxHKaLKlTKCfkeYsV?si=uPY72iLLR_yIJO8uiji2aQAPPLE PODCASTS ► https://podcasts.apple.com/us/podcast/the-deep-end/id1802736592BE A GUEST ON THE DEEP END ► https://forms.gle/SqFvoL8xgUnwPuez7The Deep End is your weekly dive into the world of investing, hosted by Ari Gutman and Ryne Williams. Tune into our candid conversations every week as we share our unfiltered thoughts and lessons learned on our way to building wealth.The ideas and opinions presented in this video are meant for informational and entertainment purposes only, are not intended to serve as a recommendation to buy or sell any security in any account, and are not an offer or sale of a security. They are also not research reports and are not intended to serve as the basis for any investment decision.
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  Most Investors Are Playing the Wrong Game | Ep. 72 19.07.2026 1h 3min

  FOLLOW ARI ► https://www.instagram.com/ari.gutman/FOLLOW RYNE ► https://www.instagram.com/retirewithryne/BE A GUEST ON THE DEEP END ► https://forms.gle/SqFvoL8xgUnwPuez7In this episode of The Deep End, we dive into why trying to predict the market may be one of the biggest mistakes investors can make. We also talk about some of the market volatility we’ve been seeing, the rise of fear-driven financial content, and whether SpaceX is now a buying opportunity after its recent decline.The ideas and opinions presented in this video are meant for informational and entertainment purposes only, are not intended to serve as a recommendation to buy or sell any security in any account, and are not an offer or sale of a security. They are also not research reports and are not intended to serve as the basis for any investment decision.
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  This Mindset Is Keeping You BROKE | Ep. 71 12.07.2026 1h 3min

  FOLLOW ARI ► https://www.instagram.com/ari.gutman/FOLLOW RYNE ► https://www.instagram.com/retirewithryne/SPOTIFY ► https://open.spotify.com/show/5XcHIAxHKaLKlTKCfkeYsV?si=uPY72iLLR_yIJO8uiji2aQAPPLE PODCASTS ► https://podcasts.apple.com/us/podcast/the-deep-end/id1802736592BE A GUEST ON THE DEEP END ► https://forms.gle/SqFvoL8xgUnwPuez7The Deep End is your weekly dive into the world of investing, hosted by Ari Gutman and Ryne Williams. Tune into our candid conversations every week as we share our unfiltered thoughts and lessons learned on our way to building wealth.The ideas and opinions presented in this video are meant for informational and entertainment purposes only, are not intended to serve as a recommendation to buy or sell any security in any account, and are not an offer or sale of a security. They are also not research reports and are not intended to serve as the basis for any investment decision.
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  Are Investors Making a Big Mistake With AI Stocks? | Ep. 70 29.06.2026 58min

  FOLLOW ARI ► https://www.instagram.com/ari.gutman/FOLLOW RYNE ► https://www.instagram.com/retirewithryne/BE A GUEST ON THE DEEP END ► https://forms.gle/SqFvoL8xgUnwPuez7In this episode of The Deep End, we dive into whether stocks like Google and Amazon are becoming overlooked opportunities, why so much money and interest is flowing toward companies like OpenAI, Anthropic, and SpaceX, and whether investors are making a mistake chasing the latest AI hype.The ideas and opinions presented in this video are meant for informational and entertainment purposes only, are not intended to serve as a recommendation to buy or sell any security in any account, and are not an offer or sale of a security. They are also not research reports and are not intended to serve as the basis for any investment decision.
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  The Wealth Building Advice Nobody Wants to Hear | Ep. 69 21.06.2026 1h 6min

  FOLLOW ARI ► https://www.instagram.com/ari.gutman/FOLLOW RYNE ► https://www.instagram.com/retirewithryne/BE A GUEST ON THE DEEP END ► https://forms.gle/SqFvoL8xgUnwPuez7In this episode of The Deep End, Ari returns from a month-long trip across seven countries, and we dive into everything he learned along the way—from solo travel and personal growth to financial freedom and building a life you actually want to live.The ideas and opinions presented in this video are meant for informational and entertainment purposes only, are not intended to serve as a recommendation to buy or sell any security in any account, and are not an offer or sale of a security. They are also not research reports and are not intended to serve as the basis for any investment decision.
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  The Japanese Secret To A Better Society | Ep. 68 22.05.2026 51min

  BE A GUEST ON THE DEEP END ► https://forms.gle/SqFvoL8xgUnwPuez7ARI'S CHANNEL ► https://www.youtube.com/@arigutmanRYNE'S CHANNEL ► https://www.youtube.com/@rynewilliamsIn this episode of The Deep End, we talk about Ari’s biggest takeaways from experiencing Japanese culture firsthand. We also discuss the future of AI, the rise of quantum computing, and whether these innovations will ultimately make society better or worse.The ideas and opinions presented in this video are meant for informational and entertainment purposes only, are not intended to serve as a recommendation to buy or sell any security in any account, and are not an offer or sale of a security. They are also not research reports and are not intended to serve as the basis for any investment decision.
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  He Sold the S&P 500 and Went All In | Ep. 67 11.05.2026 1h 10min

  BE A GUEST ON THE DEEP END ► https://forms.gle/SqFvoL8xgUnwPuez7SPOTIFY ► https://open.spotify.com/show/5XcHIAxHKaLKlTKCfkeYsV?si=uPY72iLLR_yIJO8uiji2aQAPPLE PODCASTS ► https://podcasts.apple.com/us/podcast/the-deep-end/id1802736592ARI'S CHANNEL ► https://www.youtube.com/@arigutmanRYNE'S CHANNEL ► https://www.youtube.com/@rynewilliamsIn this episode of The Deep End, we talk about concentrated investing, why Ari sold out of the S&P 500, and the massive $40,000 bet he just made on a single stock.The ideas and opinions presented in this video are meant for informational and entertainment purposes only, are not intended to serve as a recommendation to buy or sell any security in any account, and are not an offer or sale of a security. They are also not research reports and are not intended to serve as the basis for any investment decision.
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  The Truth About Feeling Financially “Behind” | Ep. 66 04.05.2026 1h 2min

  BE A GUEST ON THE DEEP END ► https://forms.gle/SqFvoL8xgUnwPuez7ARI'S CHANNEL ► https://www.youtube.com/@arigutmanRYNE'S CHANNEL ► https://www.youtube.com/@rynewilliamsIn this episode of The Deep End, we dive into what actually changes as your portfolio grows, and why it doesn’t always feel the way you expect. We also talk about the pressure of feeling financially “behind,” how risk changes as you get older, and the mindset required to keep leveling up.The ideas and opinions presented in this video are meant for informational and entertainment purposes only, are not intended to serve as a recommendation to buy or sell any security in any account, and are not an offer or sale of a security. They are also not research reports and are not intended to serve as the basis for any investment decision.
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  What’s REALLY Driving the Stock Market Right Now | Ep. 65 19.04.2026 57min

  BE A GUEST ON THE DEEP END ► https://forms.gle/SqFvoL8xgUnwPuez7ARI'S CHANNEL ► https://www.youtube.com/@arigutmanRYNE'S CHANNEL ► https://www.youtube.com/@rynewilliamsIn this episode of The Deep End, we dive into what’s been going on in the stock market lately. And more importantly, what might actually be driving it.The ideas and opinions presented in this video are meant for informational and entertainment purposes only, are not intended to serve as a recommendation to buy or sell any security in any account, and are not an offer or sale of a security. They are also not research reports and are not intended to serve as the basis for any investment decision.
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  What Most Investors Get Wrong About Diversification | Ep. 64 12.04.2026 1h 1min

  ARI'S CHANNEL ► https://www.youtube.com/@arigutmanRYNE'S CHANNEL ► https://www.youtube.com/@rynewilliamsIn this episode of The Deep End, we dive into what most investors get wrong about diversification. While it’s often seen as a way to reduce risk, too much diversification can actually dilute your best ideas and limit your upside. Throughout the conversation, we talk about how to strike the right balance between diversification and conviction, and how to build a portfolio that truly aligns with your goals.The ideas and opinions presented in this video are meant for informational and entertainment purposes only, are not intended to serve as a recommendation to buy or sell any security in any account, and are not an offer or sale of a security. They are also not research reports and are not intended to serve as the basis for any investment decision.
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  The Truth About “Buying the Dip” Right Now | Ep. 63 31.03.2026 1h 5min

  BE A GUEST ON THE DEEP END ► https://forms.gle/SqFvoL8xgUnwPuez7ARI'S CHANNEL ► https://www.youtube.com/@arigutmanRYNE'S CHANNEL ► https://www.youtube.com/@rynewilliamsIn this episode of The Deep End, we dive into the recent market volatility and share how we’re actually navigating it. We also get into the mindset behind investing, from handling big portfolio swings to why chasing “getting rich” often leads people in the wrong direction.The ideas and opinions presented in this video are meant for informational and entertainment purposes only, are not intended to serve as a recommendation to buy or sell any security in any account, and are not an offer or sale of a security. They are also not research reports and are not intended to serve as the basis for any investment decision.
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  Will AI Make Investing Obsolete? | Ep. 62 15.03.2026 1h 43min

  BE A GUEST ON THE DEEP END ► https://forms.gle/SqFvoL8xgUnwPuez7ARI'S CHANNEL ► https://www.youtube.com/@arigutmanRYNE'S CHANNEL ► https://www.youtube.com/@rynewilliamsIn this episode of The Deep End, we dive into how AI could reshape investing and whether a future where machines run Wall Street might change the way we think about wealth, work, and retirement.We also talk about why most investors struggle, the dangers of chasing quick wins, and why patience and process still matter more than ever.The ideas and opinions presented in this video are meant for informational and entertainment purposes only, are not intended to serve as a recommendation to buy or sell any security in any account, and are not an offer or sale of a security. They are also not research reports and are not intended to serve as the basis for any investment decision.
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  The Stock Market Is Crazy Right Now (Why We're Not Worried) | Ep. 61 08.03.2026 53min

  BE A GUEST ON THE DEEP END ► https://forms.gle/SqFvoL8xgUnwPuez7ARI'S CHANNEL ► https://www.youtube.com/@arigutmanRYNE'S CHANNEL ► https://www.youtube.com/@rynewilliamsIn this episode of The Deep End, we dive into the recent volatility in the stock market and why neither of us are losing sleep over it. We also talk about how long-term investors should think about market swings, the type of fear that often holds investors back, and why staying curious is one of the most important traits you can develop as an investor.The ideas and opinions presented in this video are meant for informational and entertainment purposes only, are not intended to serve as a recommendation to buy or sell any security in any account, and are not an offer or sale of a security. They are also not research reports and are not intended to serve as the basis for any investment decision.
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  Is Investing ONLY About Returns? | Ep. 60 01.03.2026 1h 12min

  BE A GUEST ON THE DEEP END ► https://forms.gle/SqFvoL8xgUnwPuez7ARI'S CHANNEL ► https://www.youtube.com/@arigutmanRYNE'S CHANNEL ► https://www.youtube.com/@rynewilliamsIn this episode of The Deep End, we dive into why most people will lose in the AI era — and it’s not because of the technology itself. From marathon mindset to investing ethics, we break down why discipline and mental strength will matter more than ever.The ideas and opinions presented in this video are meant for informational and entertainment purposes only, are not intended to serve as a recommendation to buy or sell any security in any account, and are not an offer or sale of a security. They are also not research reports and are not intended to serve as the basis for any investment decision.
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  How To Become Financially Dangerous | Ep. 59 22.02.2026 1h 10min

  BE A GUEST ON THE DEEP END ► https://forms.gle/SqFvoL8xgUnwPuez7ARI'S CHANNEL ► https://www.youtube.com/@arigutmanRYNE'S CHANNEL ► https://www.youtube.com/@rynewilliamsAll of life is compounding, whether you realize it or not. In this episode of The Deep End, we explore the difference between innovators, imitators, and idiots, and why the direction you’re compounding determines everything else in life.The ideas and opinions presented in this video are meant for informational and entertainment purposes only, are not intended to serve as a recommendation to buy or sell any security in any account, and are not an offer or sale of a security. They are also not research reports and are not intended to serve as the basis for any investment decision.