
Advertise on podcast: Affiliate Marketing & Side Hustles on the Doug.Show
Rating
4.9from
This podcast has
548 episodes
Language
EnglishPublisher
Doug Cunnington, PMPExplicit
Yes
Date created
2018/12/31
Latest episode
2026/04/20
Average duration
43 min.
Release period
8 days
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.
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Check latest episodes from Affiliate Marketing & Side Hustles on the Doug.Show podcast
Building Real Apps with AI: Micro Tools, SEO Utilities | DS613
2026/04/20
I talk with Tony Herman about how he uses AI coding tools to build apps and business utilities, including a service-area coverage map generator that started as a client need and became a free public tool. He tells me about how he works with AI to create the tools, vibe coding, and Lovable.
Connect with Tony Herman:
https://tonyherman.com/
https://onyourmark.app/
https://tapclick.to/
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Send me an email here: [email protected]
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00:00 Meet Tony Herman
01:50 AI Built Service Area Maps
03:30 From Client Fix to Public Tool
05:25 Origin Story Web and Affiliate Days
13:10 AI Kids Book and New Game App
20:59 Prompting Style and Iteration
22:18 Tweaking Code in VS Code
23:20 Do You Need to Code
26:43 Improving the Game UX
30:15 Micro Apps TapClickTo
35:13 SEO Rank Tracking Tool
36:40 Hosting and Tech Stack
38:30 Advice to Start Building
39:44 Tool Picks for Beginners
40:52 Future Ideas and Wrap Up
Unfiltered: Passion, Music, and YouTube | Mark Hopkins Music | DS612
2026/04/13
I talk to Baltimore musician, Mark Hopkins, about working on YouTube. We cover how he got started and how he doesn’t really care about analytics. We geek out on guitars and gear at the end.
Follow Mark on YouTube
Mark on Instagram
Contact me. Ask Questions!
Send me an email here: [email protected]
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00:00 Meet Mark Hopkins
01:11 Why Authentic Content Wins
03:06 Interview Kickoff and Channel Stats
05:09 Pandemic Pivot to YouTube
07:02 Launching At Home With Mark
08:42 Seasons and Publishing Rhythm
09:53 No Analytics Just Passion
12:17 Music Career and Big Goals
15:05 Monetization and Honest Demos
17:17 Gear Review Workflow and Filming Setup
21:19 Booking Bigger Guests
30:46 Research and Interview Prep
32:52 Guest Booking Mindset
33:30 Passion Versus Profit
34:42 Pretty War Origin Story
37:49 First Gigs And Momentum
40:17 Writing Duo Workflow
42:35 Jam Versus Record
44:44 Where To Find Mark
45:25 Go To Guitars
50:56 Grandfathers Harmony Restore
57:49 Amp Rigs And Tone Lessons
Vertical Integration | DS611
2026/04/06
I talk about interviews on the podcast again, in person events, and vertical integration.
Contact me. Ask Questions!
Send me an email here: [email protected]
Leave a voicemail: (406) 813-0613
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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
Teacher to Tech Builder: How I Replaced My Income in 5 Months | DS610
2026/03/30
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
X
Contact me. Ask Questions!
Send me an email here: [email protected]
Leave a voicemail: (406) 813-0613
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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
SEO Dead for Affiliates? How to Pivot | wecantrack | DS609
2026/03/23
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!
Join My Email list
Contact me. Ask Questions!
Send me an email here: [email protected]
Leave a voicemail: (406) 813-0613
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
Touring Musician to YouTube Success: "Kyle Orla" Strategy | DS608
2026/03/16
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
More with Doug:
Mile High Fi
Also, check out:
MileHighFi Etsy
Join My Email list
Contact me. Ask Questions!
Send me an email here: [email protected]
Leave a voicemail: (406) 813-0613
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
3 Case Studies of AI Coding w/ChatGPT, Claude Code, & Gemini | DS607
2026/03/09
I heard from a few audience members about their experinces with AI Coding using ChatGPT, Claude Code, and Gemini.
Also, check out:
MileHighFi Etsy
Join My Email list
More with Doug:
Mile High Fi
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Send me an email here: [email protected]
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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
Requirements for AI Assisted Coding - DS606
2026/03/02
I talk about how to prepare requirements for coding with AI, based on my project management experience.
Also, check out:
MileHighFi Etsy
Join My Email list
More with Doug:
Mile High Fi
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Send me an email here: [email protected]
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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
If I Started Over in 2026 - DS605
2026/02/23
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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MileHighFi Etsy
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More with Doug:
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
I got Lucky - DS604
2026/02/16
I’m not that good and just got lucky.
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MileHighFi Etsy
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More with Doug:
Mile High Fi
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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)
10 Things I Learned From 900+ Episodes - DS603
2026/02/09
I published over 900 podcast episodes. I learned a few things along the way.
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MileHighFi Etsy
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More with Doug:
Mile High Fi
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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
Dry January, Coffee, Caffeine, YouTube - DS602
2026/02/02
This is an old fashioned catch up. I talk about cutting back on alcohol, caffeine, and some YouTube advertising updates.
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MileHighFi Etsy
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Mile High Fi
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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
Sustainable Solopreneur 7 Rules for Online Success - DS600
2026/01/19
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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MileHighFi Etsy
Join My Email list
More with Doug:
Mile High Fi
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Send me an email here: [email protected]
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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
17 things I wish I knew before working online | DS599
2026/01/12
I’ve been working online, self employed for over 10 years. Here are some things I’ve learned.
New Years Goals with Project Management - DS598
2026/01/05
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.
Also, check out:
MileHighFi Etsy
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More with Doug:
Mile High Fi
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Podcast reviews
Read Affiliate Marketing & Side Hustles on the Doug.Show podcast reviews
Wild health journey 2023/02/25
Good information
Plenty of helpful insights.
@delmarvalicious 2022/12/08
Consistently awesome!
Love this show. If you are into niche marketplaces, this show is the spot. Love Doug’s style. Would like to drink a beer or two with him.
Jerry 620 2022/12/07
Best Podcast on Affiliate Marketing
I listen to the Doug Show every day. Doug and his guests offer inspiring and practical information on affiliate marketing that I can actually use. Dou...
MDigs36 2022/11/23
Extremely Helpful
Doug is very knowledgable and offers up so much information that helps me and my various businesses. The Doug Show is a podcast that I listen to immed...
NopeNopeNope000 2022/11/09
Great show
Super informative, great topics and guests. Learn something new every episode.
1GerhardC 2022/11/08
Great information Great Guy
Really good information and solid how to steps.
JNSTIEHL 2022/11/08
Great Info
I have been running a content/membership website for six years now and I love to hear the stories of other online business owners! I have learned seve...
Bcooper27 2022/11/08
Great Show - Best Content Tips & Case Studies
I’ve been listening to Doug for years now and I still think his show is one of the most informative and inspiring when it comes to building niche site...
Diana-k9 2022/02/21
Case Studies and SEO tips
I discovered the Doug show last year after searching for new niche site podcasts and case studies. I have even been slowly going back in time through ...
mulletmaniac 2022/01/31
Great Show!
I love The Doug Show! It’s great, new episodes are always showing up in my feed and I have a hard time keeping up with them (which is a good thing). I...
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