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Trail-Boss Radio: AI, Tech & Digital Independence

Dan Johnson | Trail-Boss Radio

Learn how to make money with AI, start a tech career with no experience, and build digital independence using real world skills.

Topics include AI side hustles, beginner tech skills, digital income strategies, and how to break into tech without a degree.

Trail-Boss Radio is for everyday people looking to break into tech, use AI tools, and create new opportunities without traditional barriers.

E... more

PublishesDailyEpisodes252Founded3 months ago
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Artwork for Trail-Boss Radio: AI, Tech & Digital Independence

Latest Episodes

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 break down VOOV (Vanguard S&... more

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 — not with get-rich-quick sche... more

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 dividend investors: chasing high yie... more

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 rent. And the 

landlord... more

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 ordinary people become owner... more

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 belief that the stock market is... more

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 belief that the stock market is... more

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 disappearing forever?

In this powe... more

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this podcast launched 3 months ago and published 252 episodes to date. You can find more information about this podcast including rankings, audience demographics and engagement in our podcast database.

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