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Affiliate Marketing & Side Hustles on the Doug.Show
Affiliate Marketing & Side Hustles on the Doug.Show
Author: Doug Cunnington, PMP
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© 2018-2024 Doug Cunnington
Description
The Doug Show is where I’ll talk to other marketers, side hustlers, & experts, share success stories, talk about making the leap from corporate worker bee to entrepreneur. We'll go deep on affiliate marketing, side hustles, SEO, entrepreneurship, management, and working online.
544 Episodes
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I talk about interviews on the podcast again, in person events, and vertical integration.
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00:00 Welcome and Agenda
01:07 Interviews Are Back
02:51 Audio Quality Realities
03:43 Listener Stories and Voicemail
04:37 Podcast Audio Fail
07:22 Travel Recording Scramble
10:43 Econome Conference Recap
14:31 Why In Person Events Matter
16:34 Vertical Integration Explained
30:24 Wrap Up and Reviews
I talk to Elliot about not being a tech guy, but now he’s building tools using AI. He used to be a teacher and didn’t even have a computer. It’s a great, inspiring story!
Connect with Elliott Zelinskas
YouTube
Instagram
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00:00 Intro
01:10 From Teacher to Online Income
02:24 Entrepreneur Roots and Early Hustles
05:07 Teachers Boost Tool Overview
11:18 Validation, MVP, and Growth Lessons
22:31 Teachers Boost Vision
22:58 Partnership With TPT
23:36 Rebuilding The Tool
25:04 AI Features Upgrade
26:57 Payments Email Automation
30:20 Agentic AI Shift
31:33 Defensibility And Moats
35:02 YouTube Community Strategy
39:11 Automated Publishing Workflow
44:18 Wrap Up And Where To Find
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.
Learn more about wecantrack
Grow your affiliate revenue through seamless integration of your performance data with the best marketing tools. No developer needed.
Get a free 15-day trial
Explore the wecantrack Affiliate Dashboard
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.
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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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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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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
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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
I’m not that good and just got lucky.
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00:00 Luck, Survivorship Bias & Why Success Stories Mislead
02:39 Georgie the Needy Dog (Quick Detour)
03:28 Starting in 2013: Early SEO Wins and “Simpler Times”
05:40 AI Changes Everything: Fake Podcasts, Better Content, More Competition
08:39 Others Don’t See Their Luck Either: Interviews & Coaching Wake-Up Call
09:20 When the Game Changed: Google Updates, AI, and Sites Going to Zero
11:49 Types of Luck: Timing, Platforms, and Getting in Early
14:15 You Only Need a Few Wins: Small Shop, Consistency, and Pivoting
18:28 What I’m Actually Good At: Finishing Projects (and Quitting When Needed)
22:43 Ranking Revolution Case Study: When Timing Is Off
24:38 Actionable Takeaway: Create More Chances to Get Lucky
29:57 Final Thoughts: Show Up, Take Action, and a Missed AI Opportunity
32:31 Wrap-Up & Thanks (Georgie Finally Sleeps)
I published over 900 podcast episodes. I learned a few things along the way.
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00:00 Introduction and Episode Overview
01:47 The Importance of Quantity Over Quality
08:05 Value of Personal Perspective
10:14 Audio Quality Matters
13:55 Guest Appearances and Inflection Points
16:54 The Power of Editing
18:42 Batching Content for Efficiency
22:11 Handling Audience Feedback
27:25 The Role of Intro and Outro Music
29:35 Niche Down but Stay Flexible
32:29 One-Take Approach and Final Thoughts
This is an old fashioned catch up. I talk about cutting back on alcohol, caffeine, and some YouTube advertising updates.
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00:00 Intro
02:33 Doug’s Coffee Journey
06:46 Moist January
11:10 Podcast Sponsorship & Listener Support
19:05 YouTube Ads & Subscriber Growth
26:06 Conclusion & Teaser for Next Episode
I give you 7 ideas for being successful online.
Brought to you by Semrush Affiliate Program
Promote the Semrush Affiliate Program, which offers high commissions (up to $300 per sale) and a long 120-day cookie window, by highlighting their new AI Visibility Toolkit that solves the current business pain point of tracking brand presence on AI platforms like ChatGPT and Google AI Mode.
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00:00 Introduction and Overview
02:29 Think Long Term
08:32 Incremental Stair Step Approach
15:23 SEMrush Affiliate Program
17:56 Avoid Burnout
24:12 Focus on Revenue Drivers
28:56 Take Action Over Research
34:08 Learn from Others’ Mistakes
36:28 Don’t Copy End Stage Giants
39:33 Conclusion and Call to Action
I’ve been working online, self employed for over 10 years. Here are some things I’ve learned.
Set goals for the year and use project management to get it done! (Okay, think of it like a New Years Resolution…)
Brought to you by Semrush Affiliate Program
Promote the Semrush Affiliate Program, which offers high commissions (up to $300 per sale) and a long 120-day cookie window, by highlighting their new AI Visibility Toolkit that solves the current business pain point of tracking brand presence on AI platforms like ChatGPT and Google AI Mode.
Get the download! It’s a checklist of some of the ideas in the episode. It is basically a one-pager of show notes.
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I give a short update on upcoming episodes. Then, I talk to Emily Odio-Sutton to discuss running a successful print on demand business on Etsy. Emily shares her journey of transitioning to full-time self-employment and the adjustments she made to manage her time effectively.
$500K in 2 Years Esty Print on Demand DS550
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00:00 Introduction
12:48 Adjusting to Full-Time Self-Employment
17:32 Business Performance and Strategies
19:29 The Giftable Concept on Etsy
35:23 Balancing Variety and Cohesion in Your Etsy Shop
39:54 Focusing on Niche Markets and Product Expertise
42:53 Exploring New Products and Creative Opportunities
53:18 Adapting to Market Changes and Future Plans
I tell you how to calculate your Net Worth, and why tracking this one number is a great idea.
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00:00 Introduction
00:29 The Importance of Calculating Net Worth
05:04 Steps to Calculate Your Net Worth
09:19 Tracking Your Financial Progress
11:19 Working with a Financial Advisor
15:21 Guitar Talk: 1933 Kalamazoo KG 11
I failed, but was I really trying? Here’s what to do instead…
Giftlab (by Emily Odio-Sutton) The Print-On-Demand Etsy Course.
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00:00 Intro
02:16 Reflecting on 2025 Goals
03:45 Apple Watch Story and Fitness Insights
06:23 Reading and Journaling Habits
16:50 Guitar Adventures and Musical Growth
23:39 Thoughts on AI and Conclusion
I catch up with Shawna Newman to discuss her latest adventures including agency work, YouTube growth, and KDP books for Q4, AI in SEO, the complexities of Reddit marketing, vibe coding and building her own tools.
Giftlab (by Emily Odio-Sutton) The Print-On-Demand Etsy Course.
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00:00 Intro
00:53 Shauna’s Busy Schedule and Agency Work
02:21 Pivoting to Active Selling
04:08 Challenges and Learning in SEO
06:33 AI SEO: The New Frontier
09:26 The Downsides of AI Overviews
20:16 Reddit Marketing Strategies
24:08 Managing Multiple Reddit Accounts
25:17 Reputation Management on Reddit
25:46 Effective Reddit Marketing Strategies
27:42 Challenges and Maintenance of Reddit Accounts
29:45 Introduction to Vibe Coding
30:08 Developing Custom Tools with AI
33:19 Challenges in AI Tool Development
34:25 Issues with Lifetime Deals and SaaS Products
41:07 KDP Book Strategies for Q4
45:17 Upcoming YouTube Content and Conclusion
I chat with Jesse Lakes about his deep dive into video content creation. We discuss his 100 video challenge inspired by his new book, the importance of process and feedback loops, and the unique characteristics of different social media platforms.
00:00 Introduction and Welcome
00:20 Discussing Jesse’s New Book
00:30 Diving into Video Production
02:06 Jesse’s Background in Media Arts
05:45 Challenges and Learnings in Video Creation
09:57 Platform-Specific Insights
18:57 Future Plans and Final Thoughts
I talk about why I’m using AI less. Ma
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E-Printables Course*
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We discuss Alex’s recent projects, including his YouTube channel’s direction, his new local project in Spain, how he integrates AI tools into his work, the impacts of AI in various fields, the current state of affiliate marketing, and the benefits and challenges of creating both short and long-form content.
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Good stuff, Doug!