The Deep End
The Deep End is a weekly podcast about investing and building wealth. Hosts Ari Gutman and Ryne Williams share candid conversations about their own journeys toward financial independence and passive income. Each episode offers unfiltered thoughts, personal lessons learned, and practical perspectives on investing. The tone is informal and conversational, aimed at listeners who want relatable guidance rather than polished financial jargon.
Episodes
The Harsh Truth About Why You’re Broke | Ep. 78
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 weal
The Most Important Lesson Money Can Teach You | Ep. 77
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, h
The Real Reason You Need an Emergency Fund | Ep. 76
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 weal
The Biggest Distraction Holding Investors Back | Ep. 75
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 weal
Ari’s New Strategy to Turn $560,000 Into $1 Million | Ep. 74
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, h
Our $1 Million Disagreement | Ep. 73
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, h
Most Investors Are Playing the Wrong Game | Ep. 72
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 finan
This Mindset Is Keeping You BROKE | Ep. 71
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, h
Are Investors Making a Big Mistake With AI Stocks? | Ep. 70
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 i
The Wealth Building Advice Nobody Wants to Hear | Ep. 69
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 actu
The Japanese Secret To A Better Society | Ep. 68
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 ultimat
He Sold the S&P 500 and Went All In | Ep. 67
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 concentra
The Truth About Feeling Financially “Behind” | Ep. 66
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 change
What’s REALLY Driving the Stock Market Right Now | Ep. 65
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 informationa
What Most Investors Get Wrong About Diversification | Ep. 64
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 t
The Truth About “Buying the Dip” Right Now | Ep. 63
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
Will AI Make Investing Obsolete? | Ep. 62
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 in
The Stock Market Is Crazy Right Now (Why We're Not Worried) | Ep. 61
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
Is Investing ONLY About Returns? | Ep. 60
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 streng
How To Become Financially Dangerous | Ep. 59
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
This Is What Real Financial Freedom Looks Like | Ep. 58
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 sit down with our fr
This Is the Hardest Skill in Investing | Ep. 57
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 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 pr
How Small Daily Decisions Compound Into Massive Results | Ep. 56
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 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
How To Start Thinking For Yourself As An Investor | Ep. 55
BE A GUEST ON THE DEEP END ► https://forms.gle/SqFvoL8xgUnwPuez7RUSS'S CHANNEL ► https://www.youtube.com/@DapperDividendsARI'S CHANNEL ► https://www.youtube.com/@arigutmanRYNE'S CHANNEL ► https://www.youtube.com/@rynewilliamsIn 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
Successful Investing All Comes Down To This | Ep. 54
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 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 Cub
How Much Yield Is TOO MUCH Yield? (w/ Spencer Invests) | Ep. 53
BE A GUEST ON THE DEEP END ► https://forms.gle/SqFvoL8xgUnwPuez7SPENCER'S CHANNEL ► https://www.youtube.com/@SpencerInvestsARI'S CHANNEL ► https://www.youtube.com/@arigutmanRYNE'S CHANNEL ► https://www.youtube.com/@rynewilliamsIn 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
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/thedeependpodPAUL'S CHANNEL ► https://www.youtube.com/@BetterCallPaul55BE 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
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/thedeependpodBE 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 close out 2025 by looking back at the investi
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/thedeependpodARI'S CHANNEL ► https://www.youtube.com/@arigutmanRYNE'S CHANNEL ► https://www.youtube.com/@rynewilliamsIn 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 th
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/thedeependpodFOLLOW BD ► https://www.instagram.com/bdinvestingg/ARI'S CHANNEL ► https://www.youtube.com/@arigutmanRYNE'S CHANNEL ► https://www.youtube.com/@rynewilliamsIn this episode of The Deep End, we’re joined by Bilaal Dhalech (BD Investing) to talk through one of
Get Wealthy With These Simple Habits | Ep. 48
The Deep End is brought to you by Blossom. Download for free and see our full portfolios here: https://getblossom.onelink.me/SOfu/thedeependpodARI'S CHANNEL ► https://www.youtube.com/@arigutmanRYNE'S CHANNEL ► https://www.youtube.com/@rynewilliamsIn this episode of The Deep End, Ari and I break down the simple daily habits that quietly compound over time and make you a better investor.In t
Most Investors Own Too Many Stocks — Here’s Why | Ep. 47
The Deep End is brought to you by Blossom. Download for free and see our full portfolios here: https://getblossom.onelink.me/SOfu/thedeependpodARI'S CHANNEL ► https://www.youtube.com/@arigutmanRYNE'S CHANNEL ► https://www.youtube.com/@rynewilliamsIn this episode of The Deep End, we get into a topic a lot of people don’t think about until it’s too late: owning too many stocks. Most investor
When to Go ALL IN During a Stock Market Crash | Ep. 46
The Deep End is brought to you by Blossom. Download for free and see our full portfolios here: https://getblossom.onelink.me/SOfu/thedeependpodARI'S CHANNEL ► https://www.youtube.com/@arigutmanRYNE'S CHANNEL ► https://www.youtube.com/@rynewilliamsIn this episode of The Deep End, we talk about when you should go “all in” during a stock market crash, how to keep your emotions from sabotaging
The Hardest Money Truth You Never Learned In School | Ep. 45
The Deep End is brought to you by Blossom. Download for free and see our full portfolios here: https://getblossom.onelink.me/SOfu/thedeependpodARI'S CHANNEL ► https://www.youtube.com/@arigutmanRYNE'S CHANNEL ► https://www.youtube.com/@rynewilliamsIn this episode of The Deep End, we break down the hardest money truth most people never learn in school — and why it holds so many investors bac
How Ordinary Investors Can Build Generational Wealth | Ep. 44
The Deep End is brought to you by Blossom. Download for free and see our full portfolios here: https://getblossom.onelink.me/SOfu/thedeependpodARI'S CHANNEL ► https://www.youtube.com/@arigutmanRYNE'S CHANNEL ► https://www.youtube.com/@rynewilliamsIn this episode of The Deep End, we dive into what it really takes for ordinary investors to build generational wealth. We also talk about how cr
What Smart Investors Are REALLY Doing During Earnings Season | Ep. 43
The Deep End is brought to you by Blossom. Download for free and see our full portfolios here: https://getblossom.onelink.me/SOfu/thedeependpodARI'S CHANNEL ► https://www.youtube.com/@arigutmanRYNE'S CHANNEL ► https://www.youtube.com/@rynewilliamsIn this episode of The Deep End, we talk about what smart investors are really doing during earnings season — and why focusing on fundamentals ma
This Is How You Live Like a BILLIONAIRE | Ep. 42
The Deep End is brought to you by Blossom. Download for free and see our full portfolios here: https://getblossom.onelink.me/SOfu/thedeependpodARI'S CHANNEL ► https://www.youtube.com/@arigutmanRYNE'S CHANNEL ► https://www.youtube.com/@rynewilliamsIn this episode of The Deep End, we break down what it really means to “live like a billionaire” — not by spending more, but by designing a life
How Many Stocks Should You Really Own? | Ep. 41
The Deep End is brought to you by Blossom. Download for free and see our full portfolios here: https://getblossom.onelink.me/SOfu/thedeependpodARI'S CHANNEL ► https://www.youtube.com/@arigutmanRYNE'S CHANNEL ► https://www.youtube.com/@rynewilliamsIn this episode of The Deep End, we dive into one of the biggest questions every investor wrestles with: How many stocks should you actually own.
Why Most Investors Think Too Small | Ep. 40
The Deep End is brought to you by Blossom. Download for free and see our full portfolios here: https://getblossom.onelink.me/SOfu/thedeependpodARI'S CHANNEL ► https://www.youtube.com/@arigutmanRYNE'S CHANNEL ► https://www.youtube.com/@rynewilliamsIn this episode of The Deep End, we talk about why most investors think too small (and how to break out of that mindset), why being a part of the
All Our Dividend Income From September | Ep. 39
The Deep End is brought to you by Blossom. Download for free and see our full portfolios here: https://getblossom.onelink.me/SOfu/thedeependpodARI'S CHANNEL ► https://www.youtube.com/@arigutmanRYNE'S CHANNEL ► https://www.youtube.com/@rynewilliamsIn this episode of The Deep End, we break down all of our dividend income from September, share the latest moves we’ve made in our portfolios, an
Need More Money To Invest In Stocks? Do This! | Ep. 38
The Deep End is brought to you by Blossom. Download for free and see our full portfolios here: https://getblossom.onelink.me/SOfu/thedeependpodARI'S CHANNEL ► https://www.youtube.com/@arigutmanRYNE'S CHANNEL ► https://www.youtube.com/@rynewilliamsIn this episode of The Deep End, we break down why budgeting usually doesn’t work and how simple lifestyle tweaks can free up extra cash to inves
Investing Is Changed Forever | Ep. 37
The Deep End is brought to you by Blossom. Download for free and see our full portfolios here: https://getblossom.onelink.me/SOfu/thedeependpodARI'S CHANNEL ► https://www.youtube.com/@arigutmanRYNE'S CHANNEL ► https://www.youtube.com/@rynewilliamsIn this episode of The Deep End, we dive into why investing will never be the same again. From the rise of finance creators and retail investors
Investing Your Way to a Rich Life | Ep. 36
The Deep End is brought to you by Blossom. Download for free and see our full portfolios here: https://getblossom.onelink.me/SOfu/thedeependpodARI'S CHANNEL ► https://www.youtube.com/@arigutmanRYNE'S CHANNEL ► https://www.youtube.com/@rynewilliamsIn this episode of The Deep End, we dive into what it really means to live a rich life — and how investing paves the way to get there. We also answer a l
All Our Dividend Income From August | Ep. 35
The Deep End is brought to you by Blossom. Download for free and see our full portfolios here: https://getblossom.onelink.me/SOfu/thedeependpodARI'S CHANNEL ► https://www.youtube.com/@arigutmanRYNE'S CHANNEL ► https://www.youtube.com/@rynewilliamsIn this episode of The Deep End, we break down all of our dividend income from August, share the latest moves we’ve made in our portfolios, and t
How To Find The PERFECT Stocks To Buy | Ep. 34
The Deep End is brought to you by Blossom. Download for free and see our full portfolios here: https://getblossom.onelink.me/SOfu/thedeependpodARI'S CHANNEL ► https://www.youtube.com/@arigutmanRYNE'S CHANNEL ► https://www.youtube.com/@rynewilliamsIn this episode of The Deep End, we break down the full process of finding the perfect stocks to buy—from stumbling across great companies in eve
Cheap Stocks Are More Expensive Than You Think | Ep. 33
The Deep End is brought to you by Blossom. Download for free and see our full portfolios here: https://getblossom.onelink.me/SOfu/thedeependpodARI'S CHANNEL ► https://www.youtube.com/@arigutmanRYNE'S CHANNEL ► https://www.youtube.com/@rynewilliamsIn this episode of The Deep End, we break down why “cheap” stocks are often more expensive than they look, the herd mentality that traps so many
This Is How To Find the PERFECT Balance In Your Portfolio (with Brandon Beavis) | Ep. 32
The Deep End is brought to you by Blossom. Download for free and see our full portfolios here: https://getblossom.onelink.me/SOfu/thedeependpodFOLLOW BRANDON ON YOUTUBE ► https://www.youtube.com/@beaviswealthFOLLOW BRANDON ON BLOSSOM ► https://www.blossomsocial.com/users/Brandon-Beavis__IYn4oiH1ikbFTx2YARI'S CHANNEL ► https://www.youtube.com/@arigutmanRYNE'S CHANNEL ► https://www.youtube.c
All Our Dividend Income From July | Ep. 31
The Deep End is brought to you by Blossom. Download for free and see our full portfolios here: https://getblossom.onelink.me/SOfu/thedeependpodARI'S CHANNEL ► https://www.youtube.com/@arigutmanRYNE'S CHANNEL ► https://www.youtube.com/@rynewilliamsIn this episode of The Deep End, we break down all of our dividend income from July, share the latest moves we’ve made in our portfolios, and tal
Time To Sell These Dividend Stocks? | Ep. 30
The Deep End is brought to you by Blossom. Download for free and see our full portfolios here: https://getblossom.onelink.me/SOfu/thedeependpodARI'S CHANNEL ► https://www.youtube.com/@arigutmanRYNE'S CHANNEL ► https://www.youtube.com/@rynewilliamsIn this episode of The Deep End, we go live to tackle a tough question: is it time to sell Starbucks (SBUX)? This transitions into a broader disc
5 Things NOT To Do As A New Investor | Ep. 29
The Deep End is brought to you by Blossom. Download for free and see our full portfolios here: https://getblossom.onelink.me/SOfu/thedeependpodARI'S CHANNEL ► https://www.youtube.com/@arigutmanRYNE'S CHANNEL ► https://www.youtube.com/@rynewilliamsIn this episode of The Deep End, we break down 5 things NOT to do as a new investor. Whether you’re just getting started or trying to course-corr
This Is Why We Buy Dividend Stocks | Ep. 28
The Deep End is brought to you by Blossom. Download for free and see our full portfolios here: https://getblossom.onelink.me/SOfu/thedeependpodARI'S CHANNEL ► https://www.youtube.com/@arigutmanRYNE'S CHANNEL ► https://www.youtube.com/@rynewilliamsIn this episode of The Deep End, we talk about what financial freedom really looks like—and how we’d spend a perfect day living off dividend stoc
Know This Before Dividend Investing | Ep. 27
The Deep End is brought to you by Blossom. Download for free and see our full portfolios here: https://getblossom.onelink.me/SOfu/thedeependpodARI'S CHANNEL ► https://www.youtube.com/@arigutmanRYNE'S CHANNEL ► https://www.youtube.com/@rynewilliamsBefore you dive into dividend investing, there’s something you need to understand. In this episode of The Deep End, we break down the real differ
All Our Dividend Income From June | Ep. 26
The Deep End is brought to you by Blossom. Download for free and see our full portfolios here: https://getblossom.onelink.me/SOfu/thedeependpodARI'S CHANNEL ► https://www.youtube.com/@arigutmanRYNE'S CHANNEL ► https://www.youtube.com/@rynewilliamsIn this episode of The Deep End, we break down all of our dividend income from the month of June and reflect on the portfolio milestones we’ve hit along
New Investors ALWAYS Make This MISTAKE | Ep. 25
The Deep End is brought to you by Blossom. Download for free and see our full portfolios here: https://getblossom.onelink.me/SOfu/thedeependpodARI'S CHANNEL ► https://www.youtube.com/@arigutmanRYNE'S CHANNEL ► https://www.youtube.com/@rynewilliamsIn this episode of The Deep End, we talk about one of the biggest and most common mistakes new investors make: not thinking through where they’re
The Real Reason Stocks Fall | Ep. 24
The Deep End is brought to you by Blossom. Download for free and see our full portfolios here: https://getblossom.onelink.me/SOfu/thedeependpodARI'S CHANNEL ► https://www.youtube.com/@arigutmanRYNE'S CHANNEL ► https://www.youtube.com/@rynewilliamsWhy do great companies like Visa (V) and Zoetis (ZTS) suddenly drop? In this episode of The Deep End, we unpack the real reason stocks fall—and w
The Right Way To Think About Investing Goals | Ep. 23
The Deep End is brought to you by Blossom. Download for free and see our full portfolios here: https://getblossom.onelink.me/SOfu/thedeependpodARI'S CHANNEL ► https://www.youtube.com/@arigutmanRYNE'S CHANNEL ► https://www.youtube.com/@rynewilliamsIn this episode of The Deep End, Ari and Ryne talk about setting meaningful investing goals, staying committed to those investing goals, and cele
Should Investors Only Care About Total Return? | Ep. 22
The Deep End is brought to you by Blossom. Download for free and see our full portfolios here: https://getblossom.onelink.me/SOfu/thedeependpodFOLLOW CRAIG ON X ► https://x.com/SCHDETFARI'S CHANNEL ► https://www.youtube.com/@arigutmanRYNE'S CHANNEL ► https://www.youtube.com/@rynewilliamsIn this episode of The Deep End, Ari and Ryne welcome their very first guest: Craig Sutton, better known
This Is How You Know It's Time To Sell Your Stocks | Ep. 21
The Deep End is brought to you by Blossom. Download for free and see our full portfolios here: https://getblossom.onelink.me/SOfu/thedeependpodARI'S CHANNEL ► https://www.youtube.com/@arigutmanRYNE'S CHANNEL ► https://www.youtube.com/@rynewilliamsIn this episode of The Deep End, Ari and Ryne wrestle with a tough question: Should Ryne finally sell his stake in Altria Group (MO)? It's a
The REAL Cost of Financial Freedom | Ep. 20
The Deep End is brought to you by Blossom. Download for free and see our full portfolios here: https://getblossom.onelink.me/SOfu/thedeependpodARI'S CHANNEL ► https://www.youtube.com/@arigutmanRYNE'S CHANNEL ► https://www.youtube.com/@rynewilliamsThe Deep End is your weekly dive into the world of investing, hosted by Ari Gutman and Ryne Williams. Tune into our candid conversations every we
Our WORST Performing Stocks | Ep. 19
The Deep End is brought to you by Blossom. Download for free and see our full portfolios here: https://getblossom.onelink.me/SOfu/thedeependpodARI'S CHANNEL ► https://www.youtube.com/@arigutmanRYNE'S CHANNEL ► https://www.youtube.com/@rynewilliamsThe Deep End is your weekly dive into the world of investing, hosted by Ari Gutman and Ryne Williams. Tune into our candid conversations every we
Why Many Investors STRUGGLE To Build Long-Term Wealth | Ep. 18
The Deep End is brought to you by Blossom. Download for free and see our full portfolios here: https://getblossom.onelink.me/SOfu/thedeependpodARI'S CHANNEL ► https://www.youtube.com/@arigutmanRYNE'S CHANNEL ► https://www.youtube.com/@rynewilliamsThe Deep End is your weekly dive into the world of investing, hosted by Ari Gutman and Ryne Williams. Tune into our candid conversations every we
Wall Street Is At A TIPPING POINT | Ep. 17
This episode of The Deep End is presented by Blossom. Download for free and see our full portfolios here: https://getblossom.onelink.me/SOfu/thedeependpodARI'S CHANNEL ► https://www.youtube.com/@arigutmanRYNE'S CHANNEL ► https://www.youtube.com/@rynewilliamsThe Deep End is your weekly dive into the world of investing, hosted by Ari Gutman and Ryne Williams. Tune into our candid conversations every
The Lonely Chapter of Investing | Ep. 16
FOLLOW US HERE 👇Ari's Channel ► https://www.youtube.com/@arigutmanRyne's Channel ► https://www.youtube.com/@rynewilliamsThe 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 th
This Is The REAL REASON You Have A Job | Ep. 15
FOLLOW US HERE 👇Ari's Channel ► https://www.youtube.com/@arigutmanRyne's Channel ► https://www.youtube.com/@rynewilliamsThe 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 th
Stocks Are SKYROCKETING Again (For Now) | Ep. 14
FOLLOW US HERE 👇Ari's Channel ► https://www.youtube.com/@arigutmanRyne's Channel ► https://www.youtube.com/@rynewilliamsThe 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 th
Our Portfolios Are DROPPING FAST | Ep. 13
FOLLOW US HERE 👇Ari's Channel ► https://www.youtube.com/@arigutmanRyne's Channel ► https://www.youtube.com/@rynewilliamsThe 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.The ideas and opini
It's Time For Investors To DIG IN | Ep. 12
FOLLOW US HERE 👇Ari's Channel ► https://www.youtube.com/@arigutmanRyne's Channel ► https://www.youtube.com/@rynewilliamsThe 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.The ideas and opini
How To Stay Strong When The Market Is TANKING | Ep. 11
FOLLOW US HERE 👇Ari's Channel ► https://www.youtube.com/@arigutmanRyne's Channel ► https://www.youtube.com/@rynewilliamsThe 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 th
Why You Need The Marathon Mindset To Build Wealth | Ep. 10
FOLLOW US HERE 👇Ari's Channel ► https://www.youtube.com/@arigutmanRyne's Channel ► https://www.youtube.com/@rynewilliamsThe 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.The ideas and opini
This Is When You'll Notice The Snowball Effect | Ep. 9
FOLLOW US HERE 👇Ari's Channel ► https://www.youtube.com/@arigutmanRyne's Channel ► https://www.youtube.com/@rynewilliamsThe 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.The ideas and opini
Does "The American Dream" Still Exist? | Ep. 8
FOLLOW US HERE 👇Ari's Channel ► https://www.youtube.com/@arigutmanRyne's Channel ► https://www.youtube.com/@rynewilliamsThe 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.The ideas and opini
Why Technology Stocks Could Soar In 2025 | Ep. 7
FOLLOW US HERE 👇Ari's Channel ► https://www.youtube.com/@arigutmanRyne's Channel ► https://www.youtube.com/@rynewilliamsThe 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.The ideas and opini
Why We Will NEVER "Retire" | Ep. 6
FOLLOW US HERE 👇Ari's Channel ► https://www.youtube.com/@arigutmanRyne's Channel ► https://www.youtube.com/@rynewilliamsThe 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.The ideas and opini
How To Help Others Start Investing | Ep. 5
FOLLOW US HERE 👇Ari's Channel ► https://www.youtube.com/@arigutmanRyne's Channel ► https://www.youtube.com/@rynewilliamsThe 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.The ideas and opini
The First Stocks We Are Buying In 2025 | Ep. 4
FOLLOW US HERE 👇Ari's Channel ► https://www.youtube.com/@arigutmanRyne's Channel ► https://www.youtube.com/@rynewilliamsThe 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.The ideas and opini
When To Tune Out The Stock Market Noise | Ep. 3
FOLLOW US HERE 👇Ari's Channel ► https://www.youtube.com/@arigutmanRyne's Channel ► https://www.youtube.com/@rynewilliamsThe 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.The ideas and opini
Investors NEED To Be Held Accountable - Here's Why | Ep. 2
FOLLOW US HERE 👇Ari's Channel ► https://www.youtube.com/@arigutmanRyne's Channel ► https://www.youtube.com/@rynewilliamsThe 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.The ideas and opini
Our Investing Goals For 2025 | Ep. 1
FOLLOW US HERE 👇Ari's Channel ► https://www.youtube.com/@arigutmanRyne's Channel ► https://www.youtube.com/@rynewilliamsThe 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.The ideas and opini
