Podcast Episodes
Back to SearchThe 51 Questions for Business Survival
Episode 360
The 51 Questions for Business Survival
Most businesses don't fail because of one catastrophic mistake.
They fail because they never stopped to ask th…
2 months, 1 week ago
Four Pillars of VOO Structural Permanence
Episode 361
Four Pillars of VOO: Building a Framework for Structural Permanence
What separates a great company from a great investment?
In this kickoff episode o…
2 months, 1 week ago
The 1,200 Week Stock Market Survival Test
Episode 362
The 1,200-Week Stock Market Survival Test
What happens when you stop thinking like a trader and start thinking like an owner?
In this episode of Trai…
2 months, 1 week ago
Four Pillars for the 2036 Market
Episode 363
Four Pillars for the 2036 Market
What if investing didn't have to be complicated?
In this special Trail Boss Radio episode, we break down our Four Pi…
2 months, 1 week ago
Amcor Is a Dangerous Dividend Trap
Episode 359
Amcor Is a Dangerous Dividend Trap
Not every company with a generous dividend belongs in a long-term portfolio.
Some businesses quietly reward patien…
2 months, 1 week ago
How Walmart Survives on Three Penny Margins
Episode 358
How Walmart Survives on Three-Penny Margins
Most businesses would go bankrupt trying to survive on a profit margin of just a few pennies on every dol…
2 months, 1 week ago
Kimberly-Clark Bets the Company on Kenvue
Episode 357
Kimberly-Clark Bets the Company on Kenvue
What happens when one Dividend King makes a billion-dollar bet on another consumer products giant?
In this …
2 months, 1 week ago
Four Tech Titans Rule Your Portfolio
Episode 356
Four Tech Titans Rule Your Portfolio
What if I told you that owning a "diversified" S&P 500 ETF doesn't mean your money is spread evenly across 500 c…
2 months, 1 week ago
The S&P 500 Diversification Illusion
Episode 355
The S&P 500 Diversification Illusion
Most investors believe buying the S&P 500 means they're instantly diversified.
But what if that's only part of t…
2 months, 2 weeks ago
P&G's Battle to stay Dividend King
Episode 354
P&G's Battle to Stay a Dividend King
What does it take to increase your dividend for 70 consecutive years?
More importantly…
What does it take to kee…
2 months, 2 weeks ago