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PODCAST

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. Each episode delivers simple, practical ways to start using technology today--wether you"re exploring AI

education how to

All Episodes

19:52

Build Businesses with the Earnings Tracker

Trail-Boss Radio: AI, Tech & Digital Independence ·

2026/09/29

Build Businesses with the Earnings Tracker What if you could stop guessing whether a side hustle is working—and start looking at the real numbers? In this episode of Trail Boss Radio, we continue the iLyft4U Phase II journey with the Earnings Tracker—a simple tool for turning an idea into a real-world business experiment. The goal isn't to chase likes, views, followers, or other vanity metrics. The goal is to answer some much more important questions: How much time did I put in? How much money did I

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18:57

Stop the Blank Slate Side Hustle Trap

Trail-Boss Radio: AI, Tech & Digital Independence ·

2026/09/28

Stop the Blank Slate Side Hustle TrapWhat if starting a side hustle doesn't mean starting over? That's the question behind this episode of Trail Boss Radio. Too many people approach a side hustle like a blank sheet of paper. They think they need: A new computer. A new website. A new logo. A new software subscription. A new CRM. Paid advertising. Automation. A whole stack of tools they don't fully understand yet. And before they ever talk to a customer, they've already spent money. Let's stop. The

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39:31

Isolating Stock Momentum From Macro Currents

Trail-Boss Radio: AI, Tech & Digital Independence ·

2026/09/28

Isolating Stock Momentum From Macro CurrentsThis week's Trail Boss Bull Weekly runs QQQI through the ARDL lens — closing at $55.76 with strong persistence (0.86–0.90) and a mixed-to-soft price picture across the four macro factors. We break down why pure price momentum is running cool this week, and how QQQI's outsized ~13.71% annualized monthly dividend steps in to cushion the downside — flipping a couple of the total-return reads from negative into mildly positive territory. A statistical weather

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19:04

Market math with Trail Boss Bot

Trail-Boss Radio: AI, Tech & Digital Independence ·

2026/09/28

Market Math with Trail Boss Bot This week's Trail Boss Bull Weekly runs NLY through the ARDL lens — closing at $20.61 with generally strong persistence and a clean sweep of bullish total-return reads across every macro factor. We break down why the near-term price picture stays constructive even as Fed Funds shows a structural long-run headwind, and how NLY's hefty ~13.83% annualized quarterly dividend adds meaningful weekly income support on top of it. A statistical weather check for your

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23:28

The Trail Boss ARDL Investment Model

Trail-Boss Radio: AI, Tech & Digital Independence ·

2026/09/28

The JEPQ ARDL Bull Weekly Trail Boss Model This week's Trail Boss Bull Weekly runs JEPQ through the ARDL lens — closing at $61.24 with very high persistence (0.89–0.95) and a mixed-to-soft price picture across the four macro factors. We break down why pure price momentum is running cool this week, and how JEPQ's outsized ~11.05% annualized monthly dividend steps in to cushion the downside — flipping a couple of the total-return reads from negative into mildly positive territory. A statistical

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45:19

Separating Internal Momentum from Macro Shocks

Trail-Boss Radio: AI, Tech & Digital Independence ·

2026/09/28

Separating Internal Momentum from Macro Shocks Description: This week's Trail Boss Bull Weekly turns the ARDL lens on ARR — closing at $14.10 with tight, strong persistence (0.875–0.885) and a clean sweep of bullish total-return reads across every macro factor. We break down how much of this week's call is riding on pure momentum versus real macro tailwinds, and spotlight ARR's standout feature: a hefty ~20.43% annualized monthly dividend contributing nearly 0.4% in weekly income. A statistical

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11:10

Verizon Dividend Buffers Harsh Macro Headwinds

Trail-Boss Radio: AI, Tech & Digital Independence ·

2026/09/28

Verizon Dividend Buffers Harsh Macro HeadwindsThis week's Trail Boss Bull Weekly puts Verizon (VZ) through the ARDL lens — closing at $47.08 with strong persistence (0.82–0.93) but a mixed-to-soft price outlook. We break down all four macro factors (CPI, Fed Funds, 10-Year Treasury, WTI Crude) and show how VZ's ~5.94% dividend yield softens the downside without fully flipping the total-return call. A statistical weather check for your Sunday-night portfolio review — not a crystal ball, not a

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39:19

Trading Market Lags with ARDL Models

Trail-Boss Radio: AI, Tech & Digital Independence ·

2026/09/28

Trading Market Lags with ARDL Models Markets don't always react all at once. Sometimes an economic change shows up quickly. Sometimes it takes time. And sometimes the market's own recent momentum carries more weight than the outside economic factor we're watching. That's where the Trail Boss Bot and its Autoregressive Distributed Lag (ARDL) model come into the picture. This episode uses VNQ as our trail example. Think of the Bull Weekly as a statistical weather check for the week ahead—useful for

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16:58

ARDL Persistence Filters Market Noise

Trail-Boss Radio: AI, Tech & Digital Independence ·

2026/09/28

ARDL Persistence Filters Market Noise When the market gets noisy, how do we tell the difference between a real trend and a temporary bump in the trail? This week, the Trail Boss Bull Weekly puts SPYI through the ARDL persistence filters. Think of it as a statistical weather check for the week ahead—useful for a Sunday-night portfolio review, but definitely not a crystal ball. This Week's Range Read SPYI closed the week at $53.65 with strong persistence readings ranging from approximately 0.867 to

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19:48

Separating Momentum and Macro with ARDL

Trail-Boss Radio: AI, Tech & Digital Independence ·

2026/09/28

Separating Momentum and Macro with ARDL What happens when we separate a stock's own momentum from the outside forces that may be pushing or pulling on it? This week, the Trail Boss Bull Weekly takes NETL out for a Sunday-night range check using multiple macroeconomic lenses. Think of it as a statistical weather report for the week ahead. Not a crystal ball. NETL closed the week at $24.35, with solid-to-strong persistence readings ranging from approximately 0.819 to 0.883, depending on the factor

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38:39

The Math Behind ARDL Bull Weekly

Trail-Boss Radio: AI, Tech & Digital Independence ·

2026/09/28

The Math Behind ARDL Bull Weekly What exactly is happening behind the curtain when the Trail Boss Bull Weekly says a stock's trail is trending? This episode takes a look at the math and logic behind the ARDL Bull Weekly—our statistical “weather report” for the week ahead. The Autoregressive Distributed Lag (ARDL) model is designed to help separate two things: What is the market doing because of its own recent momentum? And: What may be happening because of outside forces such as inflation, interest

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19:31

Amcor Is a Dangerous Dividend Trap

Trail-Boss Radio: AI, Tech & Digital Independence ·

2026/09/28

Amcor Is a Dangerous Dividend Trap Is Amcor (AMCR) a high-income opportunity—or could that attractive dividend be hiding risks investors need to understand? This week, the Trail Boss Bull Weekly takes AMCR out for another ride. AMCR closed the week at $42.51, and the model produced a +0.56% total-return read for the week ahead: +0.44% projected price movement +0.118% estimated weekly dividend income +0.56% total-return read 0.882 persistence reading, showing that past price movements are

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17:55

The 7-day Side Hustle Test

Trail-Boss Radio: AI, Tech & Digital Independence ·

2026/09/27

The 7-Day Side Hustle Test What if you could test a side-hustle idea in seven days—before spending weeks or months building it? That's the question behind the 7-Day Side Hustle Test. In this episode of Trail Boss Radio, we continue building iLyft4U Phase II — The Side-Hustle Opportunity Laboratory. The philosophy is simple: Don't launch big. Test small. You don't need a complicated website. You don't need a giant marketing funnel. You don't need to spend a pile of money. And you don't need to know

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18:42

What are You Doing

Trail-Boss Radio: AI, Tech & Digital Independence ·

2026/09/27

What Are You Doing? What are you doing right now? That may be one of the most important questions you can ask when looking for your next side hustle. Not: “What business should I start?” But: “What am I already doing?” In this episode of Trail Boss Radio, we continue our journey through iLyft4U Phase II — The Side-Hustle Opportunity Laboratory. The idea is simple: You don't always have to start from scratch. Maybe you already have a vehicle. Maybe you have a trade or professional skill. Maybe you

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16:20

The Opportunity Scorecard for Side Hustles

Trail-Boss Radio: AI, Tech & Digital Independence ·

2026/09/27

The Opportunity Scorecard for Side Hustles What if you could slow down before jumping into a side hustle? That is what the Opportunity Scorecard is designed to do. In this episode of Trail Boss Radio, we take another step inside iLyft4U Phase II — The Side-Hustle Opportunity Laboratory. The goal isn't to find the hottest side hustle. It isn't to follow influencer hype. And it isn't to promise easy money. The goal is much simpler: Take an idea and see if it is worth testing. The Opportunity Scorecard

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20:23

Lift What You're Already Doing Now

Trail-Boss Radio: AI, Tech & Digital Independence ·

2026/09/26

🎙️ Lift What You're Already Doing Now You don't have to start over. You may already have more resources than you realize. A vehicle. A smartphone. A laptop. A skill. A trade. A professional network. Years of experience. A few hours a week. The question is: What could you do with what you already have? In this episode of Trail Boss Radio, we take the next step inside iLyft4U Phase II and introduce one of its key tools: 🧭 The Side-Hustle Finder The Side-Hustle Finder is designed to help take the

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22:31

Honest Business Experiments with Phase II

Trail-Boss Radio: AI, Tech & Digital Independence ·

2026/09/26

🎙️ Honest Business Experiments with Phase II What if you didn't have to believe the hype? What if you could simply test it? That's the idea behind iLyft4U Phase II — an Opportunity Laboratory built around a simple principle: Test before you invest. In this episode of Trail Boss Radio, we take a deeper look at what Phase II is designed to do. The internet is full of “make money online” ideas. Affiliate marketing. AI tools. Content creation. Delivery work. Digital products. UGC. Local services. The

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20:31

Build the Workshop Before the Showroom

Trail-Boss Radio: AI, Tech & Digital Independence ·

2026/09/26

🎙️ Build the Workshop Before the Showroom You never build the showroom first. You build the workshop. That's the idea behind Episode 4 of our iLyft4U Phase II series. In this episode of Trail Boss Radio, we take the next step in building the system behind iLyft4U.com. The simple framework is: NotebookLM = The Workshop iLyft4U.com = The Showroom The workshop is where we can make a mess. We can test ideas. Change our minds. Ask questions. Rewrite definitions. Organize research. Build

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21:53

Lift What You Are Already Doing

Trail-Boss Radio: AI, Tech & Digital Independence ·

2026/09/24

🎙️ Lift What You Are Already Doing What if your next side hustle isn't something you need to invent? What if it's already hiding inside something you're doing right now? That's the idea behind iLyft4U Phase II. In this episode of Trail Boss Radio, we move to the third building block of the iLyft4U Phase II system: Lift What You Are Already Doing. Instead of telling people to start from scratch, iLyft4U looks at the resources they already have: Skills. Tools. Technology. Experience. Relationships

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13:56

Stop Drafting on Your Live Website

Trail-Boss Radio: AI, Tech & Digital Independence ·

2026/09/24

🎙️ Stop Drafting on Your Live Website Your website is not your workshop. It's your storefront. In this episode of Trail Boss Radio, we continue our iLyft4U Phase II — 7-part thinking series with a simple idea that can save a lot of time and frustration: Stop drafting on your live website. When an idea is still changing, putting it directly onto your website can create a never-ending rewrite cycle. You change a definition. Then you change the page. Then you change the navigation. Then you realize

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