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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.
538 Episodes
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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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Mile High Fi
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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
Giftlab
I’m an affiliate for all of the above, so if you buy something, I may get a commission. Thanks!
Also, check out:
MileHighFi Etsy
Join My Email list
More with Doug:
Mile High Fi
Contact me. Ask Questions!
Send me an email here: feedback@doug.show
Leave a voicemail: (406) 813-0613
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.
Check out my podcasting and youtube gear
*I’m an affiliate so I get a commission if you buy something.
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Leave a voicemail: (406) 813-0613
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.
Check out my podcasting and youtube gear
*I’m an affiliate so I get a commission if you buy something.
Also, check out:
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More with Doug:
Mile High Fi
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Send me an email here: feedback@doug.show
Leave a voicemail: (406) 813-0613
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.
Check out my podcasting and youtube gear
*I’m an affiliate so I get a commission if you buy something.
Also, check out:
MileHighFi Etsy
Join My Email list
More with Doug:
Mile High Fi
Contact me. Ask Questions!
Send me an email here: feedback@doug.show
Leave a voicemail: (406) 813-0613
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
Get the FREE eBook here *Use Code DOUG
E-Printables Course*
Giftlab (by Emily Odio-Sutton) The Print-On-Demand Etsy Course.
*I’m an affiliate so I get a commission if you buy something.
Check out my podcasting and youtube gear
Also, check out:
MileHighFi Etsy
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More with Doug:
Mile High Fi
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Send me an email here: feedback@doug.show
Leave a voicemail: (406) 813-0613
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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MileHighFi Etsy
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Mile High Fi
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Leave a voicemail: (406) 813-0613
Cody tells me how he earned $1000 per month in about 115 days in 2024. This business model still works today!
Get the FREE eBook here *Use Code DOUG
E-Printables Course*
*I’m an affiliate for Cody’s so I get a commission if you buy something.
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00:00 Intro
01:20 Travel Adventures and Digital Product Success
02:39 The Shift from Amazon Affiliates to Digital Products
03:43 Fitness and Travel Routine
05:33 Starting the $1,000 Per Month Challenge
05:51 Understanding Digital Products on Etsy
07:16 Creating and Listing Digital Products
09:10 The Journey to $1,000 Per Month
11:46 Scaling Up and Student Success Stories
14:46 Niche and Keyword Research Strategies
18:40 Product Variations and Seasonal Trends
27:13 Challenges and Mistakes
27:53 Sticking to What Works
28:42 Finding the Right Competition
31:36 Niche Down for Success
35:26 Time Investment and Effort
36:46 Tools and Resources
40:52 Realistic Expectations
48:07 Who Should Avoid This Side Hustle
50:33 Wrapping Up and Final Thoughts
I’ve been talking poorly of the Amazon Affiliate model lately. But I haven’t been looking for stories in this area. So, I invited my friend, Jesse Lakes, to talk about it and provide some perspective.
Find Jesse:
GeniusLink
LinkedIn
X
Email
*I’m an affiliate for the links below, so I get a commission if you sign up! Thank you!!
MDD Hosting – smaller company
Cloudways Hosting – bigger company
Eprintables with Cody Berman
Giftlab (by Emily Odio-Sutton) The Print-On-Demand Etsy Course.
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MileHighFi Etsy
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Mile High Fi
00:00 Introduction and Welcome
00:07 Catching Up with Jesse Lakes
00:30 Mastering Amazon Associates
01:42 Genius Link Overview
06:29 Success Stories and Platforms
14:05 Challenges with AI and Content
19:53 Navigating Trust in Online Information
20:34 Amazon’s Major Updates: Email Affiliate Links and Seller Networks
22:27 Understanding Amazon’s Attribution API
23:24 The Rise of Seller Networks and Higher Commissions
28:14 Deep Linking and Conversion Optimization
32:46 Getting Started with Amazon Associates
36:08 Common Mistakes and Final Tips
AI is bananas. In accurate. It’s shitty. It thinks niche sites can work in 2025.
Alex Cooper’s Video (I Thought I Cracked Instagram Reels… Until This )
Mastering Amazon Associates: A Creators Guide To The Amazon Affiliate Program * By Jesse Lakes
*I’m an affiliate for the links below, so I get a commission if you sign up! Thank you!!
MDD Hosting – smaller company
Cloudways Hosting – bigger company
Eprintables with Cody Berman
Giftlab (by Emily Odio-Sutton) The Print-On-Demand Etsy Course.
Also, check out:
MileHighFi Etsy
Join My Email list
More with Doug:
Mile High Fi
00:00 Intro
00:13 Exploring Niche Sites and Amazon Affiliate Marketing
01:46 Challenges with Social Media Traffic
03:17 Insights from Jesse at Genius Link
04:52 AI’s Role in Affiliate Marketing
06:17 Personal Experiences with AI Inaccuracies
19:51 Community Feedback and Responses
33:31 Concluding Thoughts and Future Directions
Someone asked about starting a new niche site with Amazon Associates as the monetization. Don’t do it!
*I’m an affiliate for the links below, so I get a commission if you sign up! Thank you!!
MDD Hosting – smaller company
Cloudways Hosting – bigger company
Eprintables with Cody Berman
Giftlab (by Emily Odio-Sutton) The Print-On-Demand Etsy Course.
Also, check out:
MileHighFi Etsy
Join My Email list
More with Doug:
Mile High Fi
00:00 Introduction and Episode Overview
00:03 Addressing Audience Questions
02:13 Housekeeping and Feedback
06:03 Diving into the Main Question
09:06 Answering Specific Questions
33:42 Concluding Thoughts and Call to Action
I chat about the unpredictability of recording outdoors, project management skills, and using them for personal projects…like breaking down big tasks into manageable pieces.
I ramble about my experience with guitar learning platform, Pickup Music. I also cover how to avoid burnout by creating content you love and not relying on analytics for satisfaction.
Georgie also makes a guest appearance. The guitar SOLD! But if you want to see the playing demo, it’s here on youtube.
00:00 Introduction and Outdoor Recording Challenges
02:11 Project Management Skills for Personal Projects
03:23 Exploring Online Guitar Lessons
08:14 Structuring Big Projects Effectively
15:22 Avoiding Burnout and Audience Capture
22:16 Guitar for Sale and Closing Remarks
I talk about Fincon 2025 in Portland and my critique on the keynotes. They weren’t helpful for most people, and the advice can lead to an audience capture approach. Then, I roast Pat Flynn, probably unfairly.
I’m selling My Epiphone Les Paul on craigslist.
Playing Demo on YouTube.
Giftlab (by Emily Odio-Sutton) The Print-On-Demand Etsy Course.
*I’m an affiliate, so I get a commission if you sign up!
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00:00 Introduction and Backyard Setup
01:47 Reflections on FinCon Experience
02:45 Keynote Sessions and Critiques
05:08 Advice for New Creators
09:15 Audience Capture and Analytics
14:58 Challenges of Recording Outside
15:56 Disappointment with Pat Flynn
20:07 Guitar Sale Announcement




Good stuff, Doug!