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Trail-Boss Radio: AI, Tech & Digital Independence Trail-Boss Radio: AI, Tech & Digital Independence Dan Johnson | Trail-Boss Radio WELTMeister WELTMeister WELT UCLA Bruins Football News Today | 2 Min News | The Daily News Now! UCLA Bruins Football News Today | 2 Min News | The Daily News Now! The Daily News Now! Commanding Morning Commanding Morning Peter Adekeye New York Yankees News Today | 2 Min News | The Daily News Now! New York Yankees News Today | 2 Min News | The Daily News Now! The Daily News Now! Source Not Found Source Not Found Beau Woodall & Brandon Jeune Die Radio Steiermark-Journale Die Radio Steiermark-Journale ORF Radio Steiermark Havineini - הבינני Havineini - הבינני Rabbi Shimon Spitzer The 7 The 7 The Washington Post Les Paris RMC Les Paris RMC RMC Motor Sport F1 Show with Mark Hughes Motor Sport F1 Show with Mark Hughes Motor Sport Bussin' With The Boys Bussin' With The Boys Bussin' with the Boys Steueraffe Steueraffe Alexander Hofer, Simone Wesiak MAMMOTH DAILY MAMMOTH DAILY Mike Folta & Adrian Denny Morning Edition Morning Edition NPR Dover News Today | 2 Min News | The Daily News Now! Dover News Today | 2 Min News | The Daily News Now! The Daily News Now! Priorité santé Priorité santé RFI Reasonable Hope (Philosophy) Reasonable Hope (Philosophy) Brian Rihner The Good Tech Companies The Good Tech Companies HackerNoon AM Quincy AM Quincy Quincy Access Television (QATV) Face à Lechypre Face à Lechypre BFM Business Insurance Town Insurance Town Heath Shearon Les experts de l'immo Les experts de l'immo BFM Business Roanoke News Today | 2 Min News | The Daily News Now! Roanoke News Today | 2 Min News | The Daily News Now! The Daily News Now! Broken Simulation with Sam Tripoli and Johnny Woodard Broken Simulation with Sam Tripoli and Johnny Woodard Sam Tripoli & Johnny Woodard The Dragon's Lair Motorcycle Chaos The Dragon's Lair Motorcycle Chaos John E. 'Black Dragon' Bunch II 三遊間のほそ犬スピリッツ 三遊間のほそ犬スピリッツ MBSラジオ MDAA Defense Briefing MDAA Defense Briefing Missile Defense Advocacy Alliance Radio Ergo Radio Ergo Radio Ergo Morning Call Morning Call CNBC הרב מיכאל שושן הרב מיכאל שושן הרב מיכאל שושן The Bullvine Daily Brief The Bullvine Daily Brief The Bullvine Ansakonferenz Ansakonferenz LAOLA1 La Pizarra de Quintana La Pizarra de Quintana Radio MARCA The Audible Local Ledger Reads to the Blind The Audible Local Ledger Reads to the Blind Audible Local Ledger Latest Stories from The Associated Press Latest Stories from The Associated Press The Associated Press Fox Weather Update Fox Weather Update Fox Weather
Trail-Boss Radio: AI, Tech & Digital Independence

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Trail-Boss Radio: AI, Tech & Digital Independence

Dan Johnson | Trail-Boss Radio

The Trail Boss Baseball Investment System

June 25, 2026 4:00am 11 min

The Trail Boss Baseball Investment System Investing does not have to be complicated. Sometimes the clearest framework is the one you already understand — and most  Americans already understand baseball. In this episode o...

Morningstar June 2026 Best Dividend Stocks

June 24, 2026 6:42pm 24 min

Morningstar June 2026 Best Dividend Stocks: Moats vs. Traps High headline yields look tempting — but they often hide serious risks. In this detailed deep dive, we analyze Morningstar’s June 2026 Best Dividend Stocks list...

Side Hustles for the 2050 Economy.

June 24, 2026 2:28pm 20 min

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 brainpower to the highest bidder through brain-computer interfaces, brokeri...

Own Your Business and the Cash Register

June 24, 2026 2:21pm 14 min

Own Your Business and the Cash Register: Digital Sovereignty for Side Hustles Stop renting your business on someone else’s platform. In this powerful deep dive, we explore the Unbridled Nation ecosystem — a practical fra...

Retirees as Sovereign Digital Operators

June 24, 2026 2:14pm 20 min

Morningstar June 2026 Best Dividend Stocks: Moats vs. Traps High headline yields look tempting — but they often hide serious risks. In this detailed deep dive, we analyze Morningstar’s June 2026 Best Dividend Stocks list...

Break Generational Cycles with Dividend Stocks

June 24, 2026 3:35am 19 min

Break Generational Cycles with Dividend Stocks: The PeeWee League Strategy   What if the key to breaking your family’s cycle of living paycheck to paycheck wasn’t a big windfall or a second job — but simply redirecting s...

How VOOV Compounds Your Lunch Money

June 23, 2026 3:46pm 4 min

How VOOV Compounds Your Lunch Money: The Tortoise vs. Hare Strategy What if your lunch money could quietly build wealth while you sleep — even when flashy growth stocks stumble? In this clear and relatable deep dive, we ...

Build Wealth with $25 a Week

June 23, 2026 3:57am 21 min

Build Wealth with $25 a Week: The Grandfather’s Porch Talk on Long-Term Discipline   Imagine sitting on the back porch with your grandfather on a quiet afternoon, iced tea in hand, as he explains how real wealth is built...

Why 778 Dividend Yields are Traps

June 23, 2026 3:16am 16 min

Why 7-8% Dividend Yields Are Traps   If a dividend yield of 7% or 8% sounds too good to be true — it usually is. In this episode of Trail Boss Radio, Dan breaks down one of the most  common traps that catches new dividen...

Stop Paying Rent to Digital Landlords

June 22, 2026 8:03pm 21 min

Stop Paying Rent to Digital Landlords Every time you build your audience on  someone else's platform — every post,  every follower, every video, every piece  of content you create on rented digital  land — you are paying...

The Trail Boss Investment Operating System

June 22, 2026 11:27am 18 min

The Trail Boss Investment Operating System What if investing worked more like baseball? In this episode of Trail Boss Radio, we introduce The Trail Boss Operating System for Investing—a simple framework designed to help ...

Building a Digital Empire After 65

June 22, 2026 3:44am 22 min

Become a Stakeholder for Just Five Dollars: The First Step to Ownership What’s really stopping you from investing? Most people say “I don’t have enough money” or “I don’t know enough yet.” In reality, it’s usually the be...

Become a Stakeholder for Five Dollars

June 21, 2026 7:34pm 19 min

Become a Stakeholder for Just Five Dollars: The First Step to Ownership What’s really stopping you from investing? Most people say “I don’t have enough money” or “I don’t know enough yet.” In reality, it’s usually the be...

From Drive-Through Customer to Company Owner

June 21, 2026 5:03pm 19 min

From Drive-Thru Customer to Company Owner: The Lunch Money Shift What if the money you already spend every week at drive-thrus, coffee shops, and gas stations could start flowing back to you as an owner instead of disapp...

Thirteen Principles for Podcasts and Portfolios

June 21, 2026 5:00pm 17 min

The Thirteen Principles for Podcasts and Portfolios: Blueprint Meets Garden What happens when a rigid business blueprint designed for digital independence collides with the living, organic reality of long-term investing?...

Sheetmetal Precision for AI Systems

June 21, 2026 6:56am 17 min

Sheet Metal Precision for AI Systems: From Tricks to Repeatable Workflows What can a 65-year-old retired sheet metal worker teach us about mastering cutting-edge AI tools like NotebookLM? In this eye-opening deep dive, w...

The Five Dollar Employee Army

June 21, 2026 6:54am 21 min

The Five Dollar Employee Army: From Trading Time to Owning the Machine What if you could stop selling your limited hours for money and instead build a global workforce that works 24/7 — while you sleep, drive, or rebuild...

Hire Five Hundred Workers for Five Dollars

June 21, 2026 6:52am 15 min

Hire 500 Workers for Just $5 – The Owner Mindset Shift What if you could stop trading your time for money and instead build your own workforce that works 24/7 — without ever managing employees, schedules, or payroll? In ...

Why VOO Anchors The 100 Dollar Experiment

June 20, 2026 7:01pm 20 min

Why VOO Anchors the $100 Dollar Experiment: The Right ETF for Builders If all these S&P 500 ETFs (VOO, IVV, SPY, SPLG, RSP) track the exact same 500 companies, why does the “wrapper” matter so much? In this detailed deep...

Why Dinner Beats Any Recession

June 20, 2026 6:04pm 18 min

Why Dinner Beats Any Recession Recessions come and go. Markets rise and fall.  Companies rise to dominance and disappear.  But dinner? Dinner happens every single night  — in every country, in every economy, in every  ho...

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