Podcast Episodes
Back to SearchThe Trail Boss Minor League Strategy
Episode 283
The Minor League Framework: How to Safely Test High-Conviction Thematic ETFs
Description: New investors often feel overwhelmed by endless options, vo…
1 month, 2 weeks ago
The Hundred Dollar ETF Experiment
Episode 282
The $100 Minor League Experiment: Testing Big Ideas Without Breaking the Core
Description: New investors often get lured in by "hot" thematic trends,…
1 month, 2 weeks ago
Why Dividend Aristocrats Stay on the Watchlist
Episode 281
Why Dividend Aristocrats Stay on the Watchlist (Instead of Buying Right Now)
New investors often feel overwhelmed by endless watchlists, yield percen…
1 month, 2 weeks ago
How PepsiCo and BD Pivot to Survive
Episode 280
How PepsiCo and BD Pivot to Survive: The Corporate Evolution Playbook
What does it take for massive, decades-old corporations to survive when the wor…
1 month, 2 weeks ago
SCHD Versus NOBL for Small Weekly Buys
Episode 279
SCHD vs NOBL for Small Weekly Buys: Which Dividend ETF Wins in the PeeWee League?
What should you do with your $5, $25, or $100 weekly coffee money…
1 month, 2 weeks ago
The Trail Boss Baseball Investment System
Episode 271
The Trail Boss Baseball Investment System
Investing does not have to be complicated. Sometimes the clearest framework is the one you already understa…
1 month, 2 weeks ago
Morningstar June 2026 Best Dividend Stocks
Episode 270
Morningstar June 2026 Best Dividend Stocks: Moats vs. Traps
High headline yields look tempting — but they often hide serious risks. In this detailed …
1 month, 2 weeks ago
Side Hustles for the 2050 Economy.
Episode 274
Side Hustles for the 2050 Economy: What If You’re Ready?
What will side hustles and small businesses look like in 2050? Will you be renting your brai…
1 month, 2 weeks ago
Own Your Business and the Cash Register
Episode 273
Own Your Business and the Cash Register: Digital Sovereignty for Side Hustles
Stop renting your business on someone else’s platform. In this powerful…
1 month, 2 weeks ago
Retirees as Sovereign Digital Operators
Episode 272
Morningstar June 2026 Best Dividend Stocks: Moats vs. Traps
High headline yields look tempting — but they often hide serious risks. In this detailed …
1 month, 2 weeks ago