Affiliate Marketing & Side Hustles on the Doug.Show

I chat with Jorge Barbosa from wecantrack about how affiliates can improve earnings, get higher ROI, and pivot by using data to make better decisions.

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Connect with Jorge Barbosa

Jorge on Linkedin

This episode is brought to you by wecantrack. Thanks for the support!

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00:00 Intro
01:38 George’s Affiliate Origin Story
03:54 SEO Updates and AI Shockwaves
09:01 Revenue Recovery With Better Tracking
12:54 What We Can Track Actually Does
22:41 CTR to Conversion Analysis
24:48 Why Benchmarks Fail
30:24 Tracking Enables Pivoting
33:39 Who It’s For and Setup
39:38 Advanced Link Automation Tools

I talk to Kyle Orla of K.O. String works in Duluth, MN. We geek out on YouTube and being a touring musician. Then, at the end, we geek out for 20 minutes about 90 – 100+ year old guitars.

Kyle is a folk musician and educator, specializing in dexterous fingerstyle and hard driving American folk music.

Connect with Kyle

k.o. stringworks

Kyle Orla on YouTube

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Mile High Fi

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00:00 Turning a Guitar Obsession into a YouTube Business
06:06 Scaling a Music School: Why “Saying No” is Essential
16:27 The Secret to Video Storytelling: Tension & Release
24:33 Monetizing a Niche: How Patreon Changed Everything
39:52 Beating Creator Burnout: Analytics vs. Community
56:26 Vintage Guitar Deep Dive: Guitar Geek Out!
01:03:59 Telecasters, Kalamazoos, & When to Sell Your Gear

I heard from a few audience members about their experinces with AI Coding using ChatGPT, Claude Code, and Gemini.

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MileHighFi Etsy

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Mile High Fi

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00:00 Intro
01:20 Voicemail and YouTube slump
03:45 Case study Annie invoicing app
07:50 Dog interruption and lessons
09:17 Voicemail from William
11:57 Simple problems and stock builds
14:29 Case study Corey AI workflows
16:21 Planning vs rigid process
21:43 Personal projects and next steps
22:41 YouTube ads and algorithm impact
27:25 Wrap up email list and outro

I talk about how to prepare requirements for coding with AI, based on my project management experience.

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MileHighFi Etsy

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Mile High Fi

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00:00 Welcome
00:24 Podcast Inspiration Story
02:37 What Requirements Mean
05:21 Field Research and Workflows
07:05 Build in Small Units
10:51 Viral AI Claims Skepticism
15:00 Simple Requirements Framework
17:42 Testing and Debugging Basics
21:51 Regression Testing Matters
24:03 Wrap Up and Next Steps
25:35 Notebook Tangent Field Notes
30:46 Final Call for Feedback

I talk about a few business models I’d consider if I was starting over in 2026.

$500K in 2 Years Esty Print on Demand DS550

Giftlab

I’m an affiliate for all of the above, so if you buy something, I may get a commission. Thanks!

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Mile High Fi

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00:00 intro
03:43 Idea #1: Print-on-Demand Digital Products
07:59 Idea #2: SEO Skills → AI Search
12:49 Don’t Oversell
17:27 Ideas #3–4: Content Creation + Newsletters
24:13 Last Idea: Building Software with AI Tools
28:24 Reality Check:
31:14 Wrap-Up