Affiliate Marketing & Side Hustles on the Doug.Show

Doug Cunnington, PMP · doug.show

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.

500 episodes

13d ago latest

weekly cadence

English language

Explicit rating

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Episodes 300

Finishing Projects | DS631
6d ago · 32:44
I talk about finishing projects and dealing with distractions. Is AI Ruining Guitar (on AJ De Vera’s YouTube channel) Contact me. Ask Questions! Send me an email here: feedback@doug.show Leave a voicemail: (406) 813-0613 Join My Email list 00:00 Welcome and Productivity Theme 00:23 Guitar Goals and Distractions 02:08 Business Focus Analogy 04:50 Finishing Projects Mindset 09:43 Clarify Goals and Cut Options 15:56 Define Done Exit Criteria 20:54 Amp Mishaps and Wrap Up
Teaching AI on YouTube | DS630
13d ago · 33:40
I talk to Paul about how he covers AI and teaches on his youtube channel. Follow Paul: https://www.youtube.com/@PaulJLipsky https://pauljlipsky.com/ Contact me. Ask Questions! Send me an email here: feedback@doug.show Leave a voicemail: (406) 813-0613 Join My Email list 00:00 Welcome and AI Focus 01:18 Skepticism and AI Hype 02:56 Data Poisoning Amp Story 07:35 AI YouTube Saturation Myth 11:41 Tracking News with X Agents 17:25 Titles Formats and Viewing Habits 24:02 Bubble Talk Vibe Coding Wrap
The Art of Pivoting (to 450K Subscribers on YT) | DS629
20d ago · 38:54
I talk to Paul Lipsky about pivoting his channel on YouTube and growing like crazy! It’s part one of two. Next time we talk about AI specifically. Follow Paul: https://www.youtube.com/@PaulJLipsky https://pauljlipsky.com/ Contact me. Ask Questions! Send me an email here: feedback@doug.show Leave a voicemail: (406) 813-0613 Join My Email list 00:00 Meet Paul and the Pivot 03:23 From Ecommerce to AI 10:10 AI Aha and Tool Choices 14:15 Monetization and Topic Strategy 20:53 Avoiding AI Hype 24:22 ChatGPT Voice Workflow 26:48 Publishing Rhythm 32:43 Monetization Choices
Don’t Over Optimize | DS628
27d ago · 45:23
I talk about the pitfalls of over optimizing and why “good enough” is good enough. I prefer good enough most of the time. Contact me. Ask Questions! Send me an email here: feedback@doug.show Leave a voicemail: (406) 813-0613 Join My Email list 00:00 Welcome and Topic 02:12 Semi Retired Creator Life 03:11 Camp FI and Monetization 04:55 Productivity Obsession Origins 07:11 Metrics and Fun Balance 09:18 Eight Over Optimizing Traps 11:05 AI Outline Fail and Gear 15:53 Trade Offs Not Perfection 18:52 Tool Switching Overhead 23:23 Keep It Simple 24:00 Analysis Paralysis 24:38 Good Enough and Choice
Push Back Against AI | DS627
1mo ago · 32:21
I talk about tokenmaxxing, backlash against AI, how I actually use AI, and echo chambers. Contact me. Ask Questions! Send me an email here: feedback@doug.show Leave a voicemail: (406) 813-0613 Join My Email list 00:00 AI Backlash Update 01:26 New Mic Gear Test 03:31 Walmart Pulls Back 05:35 How Doug Uses AI 07:59 Copywriter Pushback 10:52 Poisoning Search Results 14:54 Echo Chambers and Hype 17:58 Sandbox Escape Scare 20:26 Creativity and Copyright 23:58 Avoiding Negativity Trap 29:23 Wrap Up and Next Steps
AI Backlash | DS626
1mo ago · 33:49
I’ve been seeing a bunch of negative AI content on YouTube and podcasts. I’m not surprised completely, but it’s definitely a shift. Rhett’s video on the copycat. Paul Lipsky’s channel. Contact me. Ask Questions! Send me an email here: feedback@doug.show Leave a voicemail: (406) 813-0613 Join My Email list 00:00 AI Backlash Kickoff 00:59 Spotting AI Guitar Channels 02:26 Fooled by AI Video 04:48 Rhett Shull Copycat Drama 06:36 Copyright Limits and DMCA 09:24 Paul Lipsky AI Pivot 11:55 Is There an AI Bubble 13:56 Subsidized Pricing Trap 16:47 Google AI Overviews Problem 27:20 AI Slop and Job Fea
Touring Musician to YouTube Success | AJ De Vera | DS625
1mo ago · 1:04:24
I got to chat with a Guitar YouTuber that I really enjoy, AJ De Vera. He’s a talented guitarist and song writer, plus he’s a fellow Filipino. We chat about starting on YouTube, planning videos, and of course, guitars! We have a similar taste in music and influences. We talked for another 30 minutes after we finished up with the recording and identified a few other commonalities. Connect with AJ YouTube Spotify: Villain Heart The Dark Horses Contact me. Ask Questions! Send me an email here: feedback@doug.show Leave a voicemail: (406) 813-0613 Join My Email list 00:00 Welcome and Setup 01:09 AJ’
Building a Lifestyle Podcast Agency: SimplePod Studios & Financial Independence – DS624
1mo ago · 1:03:41
I talk with Justin Peters about how his hobby podcast led to co-founding SimplePod Studios with his brother, including their team setup, early clients, pricing and package evolution, and why they focus on high-ROI finance-adjacent creators. We also get into his sabbatical and FI journey, what it takes to produce an episode consistently, keeping the agency as a lifestyle business, and how he sees platforms and video trending. Connect with Justin Peters SimplePod Studios Podcast Playbook FI Minded – Financial Independence Without the Extremes Doug’s appearance on FI Minded Contact me. Ask Quest
Over Expanding & More FB Marketplace Tales | DS623
2mo ago · 50:07
I talk about pizza, beer, and FB Marketplace tales and tips. Contact me. Ask Questions! Send me an email here: feedback@doug.show Leave a voicemail: (406) 813-0613 Join My Email list 00:00 Welcome and Topics 00:48 Marketplace Camera Sale 02:32 Georgie Health Update 03:46 Pizza Obsession Returns 07:29 Gear and Grill Experiments 10:04 Pizza Boom Meets Business 24:21 Marketplace Pricing Tactics 43:47 Listings Tips and Wrap Up
How To Retire FASTER | Cody Berman | DS622
2mo ago · 50:47
I chat with my friend, Cody Berman, about retiring as soon as possible. It’s basically talking through the ideas in his book, Retire By 30. Contact me. Ask Questions! Send me an email here: feedback@doug.show Leave a voicemail: (406) 813-0613 Join My Email list 00:00 Meet Cody and the Book 02:33 Quitting Corporate for FI 10:35 Side Hustle Framework and Lessons 19:19 Nest Egg vs Cash Flow FI 23:27 Finding Deals Today 25:10 Designing Your Ideal Life 28:37 Spending Tests and Buying Time 42:44 Side Hustles and Final Wrap
Upgrading my YouTube Studio | DS621
2mo ago · 34:17
I got a new studio camera (Canon R8). I’m planning getting rid of some of the old gear so I’m hopeful I can move it on facebook marketplace. Contact me. Ask Questions! Send me an email here: feedback@doug.show Leave a voicemail: (406) 813-0613 Join My Email list 00:00 Studio Gear Upgrade Dilemma 01:23 New Canon R8 Camera 04:30 Lenses Over Bodies Mindset 09:27 4K Workflow Hits Mac Mini 21:04 Selling Gear on Marketplace 31:00 Wrap Up and Next Interviews
Turning A European Idea Into U.S. Success | Oakwell Beer Spa | DS620
2mo ago · 1:09:03
I talk to the founders of Oakwell Beer Spa about starting a business from scratch! I visited the Beer Spa with a friend and it was an epic experience. Highly recommended. We talk about the origin story of the business and the early struggles, then growth and expansion. Website: https://oakwell.com/ Franchise: https://oakwellfranchise.com/ LinkedIn: https://www.linkedin.com/company/oakwell-beer-spa Facebook: https://www.facebook.com/OakwellBeerSpa Instagram: https://www.instagram.com/oakwellbeerspa/ YouTube: https://www.youtube.com/@OakwellBeerSpa TikTok: https://www.tiktok.com/@oakwellbeerspa
Decluttering & Facebook Marketplace | DS619
3mo ago · 34:57
I talk about selling some stuff on Facebook Marketplace and trying to declutter around the house. Check out Page Optmizer Pro. (affiliate link) Contact me. Ask Questions! Send me an email here: feedback@doug.show Leave a voicemail: (406) 813-0613 Join My Email list 00:00 intro 02:51 Decluttering books for sale 06:34 AI powered Marketplace listings 11:33 Guitars gear and computer upgrades 17:14 Marketplace rules pricing and time 25:24 White label SEO and cash flow wrap
Finance & Food: Iceland Adventures + Pizza Passion | DS618
3mo ago · 1:16:51
I talk to my brother-in-law, Sam, about travel budgets, pizza, and coffee. Contact me. Ask Questions! Send me an email here: feedback@doug.show Leave a voicemail: (406) 813-0613 Join My Email list 00:00 intro 03:27 Meet Sam And Trip Plans 07:31 Budgeting With Points 17:01 Iceland Eclipse Trip 34:20 Longmont Pizza Crawl 38:36 Chasing the Perfect Char 39:23 Pizza Steel vs Stone Debate 47:27 Grill Pizza on a Kamado 58:02 Coffee Gear and Espresso Mods 01:14:01 Wrapping Up
Recent Travel, Tech, Business Ideas | DS617
3mo ago · 42:20
I share a few business ideas at the end. I talk about a trip to Dallas, Road Trip, Credit Card Points, and Hot Springs N.P. Contact me. Ask Questions! Send me an email here: feedback@doug.show Leave a voicemail: (406) 813-0613 Join My Email list Song: Daisy by Stone Temple Pilots 00:00 Intro 01:14 Georgie Update 01:50 Recording Setup 02:30 Livestreaming Gigs 04:24 Dallas Trip Recap 05:46 Purple Stride Win 07:21 Credit Card Points 15:07 Food And Road Trip 17:42 Hot Springs Adventure 24:13 Business Ideas Wrap
Kyle Roof on the Future of SEO & AI – DS616
3mo ago · 31:56
Kyle Roof joins me to talk about the state of SEO and the impact of AI. In a twist, he tells me the Keyword Golden Ratio and affiliate marketing is still working well. KGR is even better that it was! Get the free course that Kyle mentions on POP. Check it out! I’m an affiliate, so thanks for the support. Previous Episode with Kyle: Truth About EEAT: An SEO Expert Shares Tips – Kyle Roof – DS473 00:00 Welcome 00:25 Kyle Updates and Business 01:10 Is SEO Dead Again 03:20 AI Search Adoption Reality 06:46 Echo Chambers and Marketers 09:44 Building AI Kyle in POP 12:12 Hallucinations and Counting 1
The Real Reason Matt Giovanisci QUIT Almost Everything | DS615
3mo ago · 1:35:07
I talk to Matt Giovanisci about suddenly quitting his podcast, email newsletter, and a few other things. It’s a long one! Buckle up! Contact me. Ask Questions! Send me an email here: feedback@doug.show Leave a voicemail: (406) 813-0613 Join My Email list 00:00 Welcome and Setup 00:58 Money Lab Origins 02:19 Rebrand to Business Casual 04:21 Podcast as Hobby 05:18 Trying to Improve 09:56 Quality vs Growth 15:10 Workload and Rewards 16:53 Chasing Views and Validation 24:53 Why Quit Abruptly 26:01 Focus 10 and Swim University 30:09 Mental Load and Identity 33:34 Culture Shift Hustle vs Lifestyle 3
Video Content & Balancing Creativity & Consistency | DS614
4mo ago · 25:42
I talk about how I lost motivation to work, my obvious advice that video is great, and a little update on my journaling. Contact me. Ask Questions! Send me an email here: feedback@doug.show Leave a voicemail: (406) 813-0613 Join My Email list 00:00 Intro 00:56 Work Optional Mindset 07:17 Audio Gear Tweaks 09:07 Why Video Wins 13:22 Ads and Sponsorships 19:43 Journals and Road Plans
Building Real Apps with AI: Micro Tools, SEO Utilities | DS613
4mo ago · 45:31
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/ Contact me. Ask Questions! Send me an email here: feedback@doug.show Leave a voicemail: (406) 813-0613 Join My Email list 00:00 Meet Tony Herman 01:50 AI Built Service Area Maps 03:30 From Client Fix to Public Tool
Unfiltered: Passion, Music, and YouTube | Mark Hopkins Music | DS612
4mo ago · 1:02:25
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: feedback@doug.show Leave a voicemail: (406) 813-0613 Join My Email list 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 Ca
Vertical Integration | DS611
4mo ago · 32:22
I talk about interviews on the podcast again, in person events, and vertical integration. Contact me. Ask Questions! Send me an email here: feedback@doug.show Leave a voicemail: (406) 813-0613 Join My Email list 00:00 Welcome 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
5mo ago · 46:12
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: feedback@doug.show Leave a voicemail: (406) 813-0613 Join My Email list 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 A
SEO Dead for Affiliates? How to Pivot | wecantrack | DS609
5mo ago · 46:38
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: feedback@doug.show Leave a voicemail
Touring Musician to YouTube Success: “Kyle Orla” Strategy | DS608
5mo ago · 1:17:10
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: feedback@doug.show Leave a voicemail: (406) 813-0613 00:00 Turning a Guitar Obsession into a YouTube Business 0
3 Case Studies of AI Coding w/ChatGPT, Claude Code, & Gemini | DS607
5mo ago · 28:30
I heard from a few audience members about their experinces with AI Coding using ChatGPT, Claude Code, and Gemini. Also, check out: Acumen Wire (Corey’s newsletter) 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 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

Episodes

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More Business shows

Affiliate Marketing & Side Hustles on the Doug.Show

Episodes 300

Finishing Projects | DS631

Teaching AI on YouTube | DS630

The Art of Pivoting (to 450K Subscribers on YT) | DS629

Don’t Over Optimize | DS628

Push Back Against AI | DS627

AI Backlash | DS626

Touring Musician to YouTube Success | AJ De Vera | DS625

Building a Lifestyle Podcast Agency: SimplePod Studios & Financial Independence – DS624

Over Expanding & More FB Marketplace Tales | DS623

How To Retire FASTER | Cody Berman | DS622

Upgrading my YouTube Studio | DS621

Turning A European Idea Into U.S. Success | Oakwell Beer Spa | DS620

Decluttering & Facebook Marketplace | DS619

Finance & Food: Iceland Adventures + Pizza Passion | DS618

Recent Travel, Tech, Business Ideas | DS617

Kyle Roof on the Future of SEO & AI – DS616

The Real Reason Matt Giovanisci QUIT Almost Everything | DS615

Video Content & Balancing Creativity & Consistency | DS614

Building Real Apps with AI: Micro Tools, SEO Utilities | DS613

Unfiltered: Passion, Music, and YouTube | Mark Hopkins Music | DS612

Vertical Integration | DS611

Teacher to Tech Builder: How I Replaced My Income in 5 Months | DS610

SEO Dead for Affiliates? How to Pivot | wecantrack | DS609

Touring Musician to YouTube Success: “Kyle Orla” Strategy | DS608

3 Case Studies of AI Coding w/ChatGPT, Claude Code, & Gemini | DS607

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Episodes 300

Finishing Projects | DS631

Teaching AI on YouTube | DS630

The Art of Pivoting (to 450K Subscribers on YT) | DS629

Don’t Over Optimize | DS628

Push Back Against AI | DS627

AI Backlash | DS626

Touring Musician to YouTube Success | AJ De Vera | DS625

Building a Lifestyle Podcast Agency: SimplePod Studios & Financial Independence – DS624

Over Expanding & More FB Marketplace Tales | DS623

How To Retire FASTER | Cody Berman | DS622

Upgrading my YouTube Studio | DS621

Turning A European Idea Into U.S. Success | Oakwell Beer Spa | DS620

Decluttering & Facebook Marketplace | DS619

Finance & Food: Iceland Adventures + Pizza Passion | DS618

Recent Travel, Tech, Business Ideas | DS617

Kyle Roof on the Future of SEO & AI – DS616

The Real Reason Matt Giovanisci QUIT Almost Everything | DS615

Video Content & Balancing Creativity & Consistency | DS614

Building Real Apps with AI: Micro Tools, SEO Utilities | DS613

Unfiltered: Passion, Music, and YouTube | Mark Hopkins Music | DS612

Vertical Integration | DS611

Teacher to Tech Builder: How I Replaced My Income in 5 Months | DS610

SEO Dead for Affiliates? How to Pivot | wecantrack | DS609

Touring Musician to YouTube Success: “Kyle Orla” Strategy | DS608

3 Case Studies of AI Coding w/ChatGPT, Claude Code, & Gemini | DS607

Podcast 森辺一樹のグローバル・マーケティング〜すべてはアジアで売るために〜