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.
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.
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.
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.
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/@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 this episode of The Deep End, we break down the simple daily habits that quietly compound over time and make you a better 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.
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 get into a topic a lot of people don’t think about until it’s too late: owning too many stocks. Most investors spread themselves thin without realizing it, and it ends up hurting their performance, their conviction, and even their peace of mind.
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.
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 talk about when you should go “all in” during a stock market crash, how to keep your emotions from sabotaging your decisions, and why volatility usually ends up creating the best buying opportunities.
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.
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 break down the hardest money truth most people never learn in school — and why it holds so many investors back. We talk about the mindset that actually builds wealth, why resilience matters more than stock-picking, and how to think about money in a world that’s getting more distracted and more comfortable 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.
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 dive into what it really takes for ordinary investors to build generational wealth. We also talk about how crypto fits (or doesn’t fit) into a lasting wealth strategy, share some personal updates from our own portfolios, and explore why we see investing as an infinite game rather than a race.
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.
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 talk about what smart investors are really doing during earnings season — and why focusing on fundamentals matters more than reacting to short-term price moves. We also share a few portfolio updates, our investing goals for the rest of the year, and the mindset that helps us stay patient when everyone else is panicking.
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.
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 break down what it really means to “live like a billionaire” — not by spending more, but by designing a life built around freedom, purpose, and experiences. We also talk about money as a tool, overcoming the fear of spending, geo-arbitrage, mini-retirements, and why most people never feel like they have “enough” no matter how big their portfolio gets.
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.
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 dive into one of the biggest questions every investor wrestles with: How many stocks should you actually own. We break down why over-diversification can quietly drag down returns, the difference between comfort and conviction, and how trimming your portfolio can sometimes be the smartest move you make 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.
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 talk about why most investors think too small (and how to break out of that mindset), why being a part of the investing community matters more than ever, and how to play the long game like a billionaire.
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.
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 break down all of our dividend income from September, share the latest moves we’ve made in our portfolios, and talk through what we’ve got planned for October.
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.
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 break down why budgeting usually doesn’t work and how simple lifestyle tweaks can free up extra cash to invest without feeling like a sacrifice.
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.
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 dive into why investing will never be the same again. From the rise of finance creators and retail investors to the growing pressure on Wall Street, we explore the financial revolution that’s unfolding right now.
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.
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 dive into what it really means to live a rich life — and how investing paves the way to get there. We also answer a listener’s great question about financial splurges and whether Pfizer’s (PFE) higher yield makes it a better investment than SCHD.
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.
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 break down all of our dividend income from August, share the latest moves we’ve made in our portfolios, and talk through what we’ve got planned for September.
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.
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 break down the full process of finding the perfect stocks to buy—from stumbling across great companies in everyday life, to analyzing their financials, and knowing when to pull the trigger. We also talk about avoiding “new investor syndrome,” overcoming cost-basis bias, and why boring businesses often make the best long-term winners.
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.
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 break down why “cheap” stocks are often more expensive than they look, the herd mentality that traps so many investors, and the mindset shift toward quality and compounding that actually leads to financial freedom.
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.