The Deep End - The Deep End

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https://www.youtube.com/@arigutman
64 shares
https://www.youtube.com/@rynewilliams
63 shares
https://www.youtube.com/@arigutmanRyne&#39
4 shares

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The Wealth Building Advice Nobody Wants to Hear | Ep. 69

Sunday, June 21, 2026 • Duration 01:06:45

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/SqFvoL8xgUnwPuez7

In 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

Friday, May 22, 2026 • Duration 51:08

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 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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How To Become Financially Dangerous | Ep. 59

Sunday, February 22, 2026 • Duration 01:10:00

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

All 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.

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This Is What Real Financial Freedom Looks Like | Ep. 58

Sunday, February 15, 2026 • Duration 01:08:27

BE A GUEST ON THE DEEP END ► https://forms.gle/SqFvoL8xgUnwPuez7

SPOTIFY ► https://open.spotify.com/show/5XcHIAxHKaLKlTKCfkeYsV?si=uPY72iLLR_yIJO8uiji2aQ

APPLE PODCASTS ► https://podcasts.apple.com/us/podcast/the-deep-end/id1802736592

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 Ralph — a retiree who completely rebuilt the way he thinks about money, risk, and what financial freedom actually means. If you’ve ever wondered how to build a portfolio you can live with — not just live off — this conversation is for you.

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 Is the Hardest Skill in Investing | Ep. 57

Sunday, February 8, 2026 • Duration 01:10:34

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 dive into why doing nothing is often the hardest (and most valuable) skill in investing, why chasing fast money almost always slows you down, and why timeless principles still matter as products, platforms, and incentives continue to evolve.

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 Small Daily Decisions Compound Into Massive Results | Ep. 56

Sunday, February 1, 2026 • Duration 01:03:57

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.

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

Sunday, January 25, 2026 • Duration 01:18:00

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.

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Successful Investing All Comes Down To This | Ep. 54

Sunday, January 18, 2026 • Duration 01:34:35

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.

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

Sunday, January 11, 2026 • Duration 01:38:29

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.

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The HARD TRUTH About Income Investing | EP. 52

Saturday, January 3, 2026 • Duration 01:22:48

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.

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The Deep End – Details, episodes & analysis

Podcast details

Recent rankings

Apple Podcasts

Spotify

Shared links between episodes and podcasts

RSS feed quality and score

Publication history

Latest published episodes

Related Shows Based on Content Similarities

Apple Podcasts

Spotify

Related Shows Based on Content Similarities

The Deep End – Details, episodes & analysis

Podcast details

Recent rankings

Apple Podcasts

Spotify

Shared links between episodes and podcasts

Youtube9

Other3

RSS feed quality and score

Publication history

Latest published episodes

Similar podcasts and content

Related Shows Based on Content Similarities

Apple Podcasts

Spotify

Related Shows Based on Content Similarities

Youtube9

Other3

Instagram3