The Deep End

The Deep End
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The 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 and passive income.

  1. 4D AGO

    How Small Daily Decisions Compound Into Massive Results | Ep. 56

    BE A GUEST ON THE DEEP END ► https://forms.gle/SqFvoL8xgUnwPuez7 ARI'S CHANNEL ► https://www.youtube.com/@arigutman RYNE'S CHANNEL ► https://www.youtube.com/@rynewilliams In this episode of The Deep End, we explore why small daily decisions matter more than big, emotional ones, how discipline compounds faster than money, and why committing before motivation shows up is often the real edge. 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.

    1h 4m

  2. JAN 25

    How To Start Thinking For Yourself As An Investor | Ep. 55

    BE A GUEST ON THE DEEP END ► https://forms.gle/SqFvoL8xgUnwPuez7 RUSS'S CHANNEL ► https://www.youtube.com/@DapperDividends ARI'S CHANNEL ► https://www.youtube.com/@arigutman RYNE'S CHANNEL ► https://www.youtube.com/@rynewilliams In this episode of The Deep End, we’re joined by Russ Knopf for a wide-ranging conversation about something most investors struggle with but rarely admit: learning how to actually think for yourself.We dig into what it really means to be a long-term investor, why being “right” doesn’t always matter, and how focusing on process instead of outcomes can completely change the way you approach investing. 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.

    1h 18m

  3. JAN 18

    Successful Investing All Comes Down To This | Ep. 54

    BE A GUEST ON THE DEEP END ► https://forms.gle/SqFvoL8xgUnwPuez7 ARI'S CHANNEL ► https://www.youtube.com/@arigutman RYNE'S CHANNEL ► https://www.youtube.com/@rynewilliams In this episode of The Deep End, we sit down with our friend Danny Cepero to talk about what successful investing is really all about — and it’s probably not what most people think. Danny shares his story of growing up in Cuba, immigrating to North America, filing for bankruptcy, losing money trying to day trade, and eventually rebuilding everything from scratch. Today, he’s built a six-figure investment portfolio, is on track for early retirement, and—more importantly—has total peace of mind around money. 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.

    1h 35m
  4. How Much Yield Is TOO MUCH Yield? (w/ Spencer Invests) | Ep. 53

    JAN 11

    How Much Yield Is TOO MUCH Yield? (w/ Spencer Invests) | Ep. 53

    BE A GUEST ON THE DEEP END ► https://forms.gle/SqFvoL8xgUnwPuez7 SPENCER'S CHANNEL ► https://www.youtube.com/@SpencerInvests ARI'S CHANNEL ► https://www.youtube.com/@arigutman RYNE'S CHANNEL ► https://www.youtube.com/@rynewilliams In this episode of The Deep End, we sit down with Spencer Dunbar (aka Spencer Invests) to talk about the rise of high-yield and weekly dividend ETFs, the growing obsession with income investing, and why so many investors are chasing yield without fully understanding the risks. 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.

    1h 38m

  5. JAN 3

    The HARD TRUTH About Income Investing | EP. 52

    The Deep End is brought to you by Blossom. Download for free and see our full portfolios here: https://getblossom.onelink.me/SOfu/thedeependpod PAUL'S CHANNEL ► https://www.youtube.com/@BetterCallPaul55 BE A GUEST ON THE DEEP END ► https://forms.gle/SqFvoL8xgUnwPuez7 ARI'S CHANNEL ► https://www.youtube.com/@arigutman RYNE'S CHANNEL ► https://www.youtube.com/@rynewilliams In this episode of The Deep End, we’re joined by Paul Santori for an honest conversation about the realities of income investing. We dig into portfolio volatility, the dangers of chasing ultra-high yields, and how Paul’s income strategy has evolved after real drawdowns and real lessons. 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.

    1h 23m

  6. 12/27/2025

    Our Investing Goals For 2026 | Ep. 51

    The Deep End is brought to you by Blossom. Download for free and see our full portfolios here: https://getblossom.onelink.me/SOfu/thedeependpod BE A GUEST ON THE DEEP END ► https://forms.gle/SqFvoL8xgUnwPuez7 ARI'S CHANNEL ► https://www.youtube.com/@arigutman RYNE'S CHANNEL ► https://www.youtube.com/@rynewilliams In this episode of The Deep End, we close out 2025 by looking back at the investing goals we set for the year and how things actually played out. From there, we lay out our investing goals for 2026 and what we have our sights set on as we head into the new year. 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.

    1h 11m

  7. 12/20/2025

    Mini-Retirements Are the New FIRE — Here’s Why | Ep. 50

    The Deep End is brought to you by Blossom. Download for free and see our full portfolios here: https://getblossom.onelink.me/SOfu/thedeependpod ARI'S CHANNEL ► https://www.youtube.com/@arigutman RYNE'S CHANNEL ► https://www.youtube.com/@rynewilliams In this episode of The Deep End, we’re breaking down Retire Often by Jillian Johnsrud and the idea that mini-retirements might make more sense than waiting decades for “traditional retirement.” It’s a different take on FIRE, but the author makes a convincing case that stepping away from work can actually help your career and your finances. 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.

    1h 3m

  8. 12/13/2025

    Is It Time To Buy AI Stocks? (w/ BD Investing) | Ep. 49

    The Deep End is brought to you by Blossom. Download for free and see our full portfolios here: https://getblossom.onelink.me/SOfu/thedeependpod FOLLOW BD ► https://www.instagram.com/bdinvestingg/ ARI'S CHANNEL ► https://www.youtube.com/@arigutman RYNE'S CHANNEL ► https://www.youtube.com/@rynewilliams In this episode of The Deep End, we’re joined by Bilaal Dhalech (BD Investing) to talk through one of the biggest questions investors are asking right now: is it time to buy AI stocks? We dive into whether the hype is cooling off, how expectations have shifted, and why recent volatility doesn’t automatically mean the party is over. 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.

    1h 25m
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About

The 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 and passive income.

Information

  • Creator
    The Deep End
  • Years Active
    2025 - 2026
  • Episodes
    56
  • Rating
    Clean
  • Copyright
    © The Deep End
  • Show Website
    The Deep End

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