Affiliate Marketing & Side Hustles on the Doug.Show

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  Financial Independence Retire Early [FIRE] for Entrepreneurs | DS634 14.09.2026 53dk

  I talk to Ben, a successful entrepreneur with a SaaS making about $20k+ per month, about how my wife and I retired early. Check out the last episode with Ben if you missed it. Disclaimer: None of the content is advice for Ben or you or anyone. These are just stories. So go to your own professionals for advice if needed. Connect with Ben Bozzay DNS Filtering / Device Management company: https://www.techlockdown.com/ iPhone monitoring app for parents: https://livingroomapp.com/   https://bbozzay.com/ https://www.linkedin.com/in/benbozzay Contact me. Ask Questions! Send me an email here: [email protected] Leave a voicemail: (406) 813-0613 Join My Email list   00:00 Intro: FIRE & Entrepreneurship 02:29 The 4 Percent Rule 05:03 Track Spending Basics 09:07 Accounts Taxes and Exits 29:40 Selling Your Agency 35:44 Valuation and Multiples 41:35 Housing Plans and Mortgages 48:09 Retirement Number and Wrap Up
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  $20k MRR Saas - Side Hustle to Full-Time Success | DS633 07.09.2026 1sa 5dk

  I talk to Ben Bozzay, founder of Tech Lockdown, and co-founder of LivingRoom, and his Saas journey. He started dabbling early, and even found his early success with content websites. We get into a ton of details and Ben shares a lot about his journey. Connect with Ben Bozzay DNS Filtering / Device Management company: https://www.techlockdown.com/ iPhone monitoring app for parents: https://livingroomapp.com/   https://bbozzay.com/ https://www.linkedin.com/in/benbozzay Contact me. Ask Questions! Send me an email here: [email protected] Leave a voicemail: (406) 813-0613 Join My Email list   00:00 Intro 01:13 MRR and Products 06:11 Early Hustles and College 16:59 SEO Freelancing to Cybersecurity 28:24 Corporate Success Unhappy 31:11 COVID Habits Side Project 36:14 Paid Membership Layoff Leap 49:58 AI Copycats Growth Wrap
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  What I actually Use AI to do | DS632 31.08.2026 33dk

  So what do I actually use AI for? Only a couple things. I’m way to skeptical to accept advice based on morons from reddit. However, you can obviously focus on things that AI can do well. Have suggestions about what I can vibe code? We’re talking a personal tool, not a saas or anything like that. If you have an idea, please let me know. Contact me. Ask Questions! Send me an email here: [email protected] Leave a voicemail: (406) 813-0613 Join My Email list   00:00 AI Skeptic Origins 02:52 Tool Not Crutch 03:55 Writing Aid Workflows 09:49 Debate Partner Pitfalls 17:03 Summaries And Organization 21:33 Learning And Project Planning 26:13 Personal Tools And Amp Update
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  Finishing Projects | DS631 24.08.2026 32dk

  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: [email protected] 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
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  Teaching AI on YouTube | DS630 17.08.2026 33dk

  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: [email protected] 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
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  The Art of Pivoting (to 450K Subscribers on YT) | DS629 10.08.2026 38dk

  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: [email protected] 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
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  Don't Over Optimize | DS628 03.08.2026 45dk

  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: [email protected] 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 30:16 Hobbies and Product Research 37:11 Maintenance and Opportunity Cost 42:24 Manual First Then Automate 46:16 Wrap Up and Whats Next
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  Push Back Against AI | DS627 27.07.2026 32dk

  I talk about tokenmaxxing, backlash against AI, how I actually use AI, and echo chambers. Contact me. Ask Questions! Send me an email here: [email protected] 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
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  AI Backlash | DS626 20.07.2026 33dk
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  Touring Musician to YouTube Success | AJ De Vera | DS625 13.07.2026 1sa 4dk

  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: [email protected] Leave a voicemail: (406) 813-0613 Join My Email list  
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  Building a Lifestyle Podcast Agency: SimplePod Studios & Financial Independence - DS624 06.07.2026 1sa 3dk

  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 Questions! Send me an email here: [email protected] Leave a voicemail: (406) 813-0613 Join My Email list 00:00 Meet Justin Peters 00:57 SimplePod Origin Story 05:49 Sabbatical to Podcasting 17:56 Agency Growth and Niching 31:40 Anatomy of One Episode 34:30 Consistency Over Perfection 39:46 Co-Founder Communication Rules 49:13 Industry Trends
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  Over Expanding & More FB Marketplace Tales | DS623 29.06.2026 50dk

  I talk about pizza, beer, and FB Marketplace tales and tips. Contact me. Ask Questions! Send me an email here: [email protected] 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
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  How To Retire FASTER | Cody Berman | DS622 22.06.2026 50dk

  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: [email protected] 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
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  Upgrading my YouTube Studio | DS621 15.06.2026 34dk

  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: [email protected] 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
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  Turning A European Idea Into U.S. Success | Oakwell Beer Spa | DS620 08.06.2026 1sa 9dk

  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 Contact me. Ask Questions! Send me an email here: [email protected] Leave a voicemail: (406) 813-0613 Join My Email list 00:00 Meet Oakwell Founders 01:07 Beer Spa Idea Abroad 06:47 Building the US Concept 33:25 Taproom Vibes and Membership Perks 37:23 Funding the Beer Spa Build 53:41 Scaling Up and Franchising Nationwide
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  Decluttering & Facebook Marketplace | DS619 01.06.2026 34dk

  I talk about selling some stuff on Facebook Marketplace and trying to declutter around the house. Contact me. Ask Questions! Send me an email here: [email protected] 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
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  Finance & Food: Iceland Adventures + Pizza Passion | DS618 25.05.2026 1sa 16dk

  I talk to my brother-in-law, Sam, about travel budgets, pizza, and coffee. Contact me. Ask Questions! Send me an email here: [email protected] 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
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  Recent Travel, Tech, Business Ideas | DS617 18.05.2026 42dk

  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: [email protected] 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
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  Kyle Roof on the Future of SEO & AI - DS616 11.05.2026 31dk

  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. 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 14:41 Why AI Content Fails SEO 22:26 Contextual Terms Explained 25:46 SEO Growth Opportunities Now 27:11 KGR and AI Search Insertion 29:39 Wrap Up and Where to Follow
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  The Real Reason Matt Giovanisci QUIT Almost Everything | DS615 04.05.2026 1sa 35dk

  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: [email protected] 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 34:29 FIRE After 2008 34:57 Finance Content Shift 35:45 Crypto and Day Trading 37:05 Insecure About Advice 39:29 Lifestyle Business Lane 42:04 Monetizing Without Selling 44:25 Refocus on Swim University 44:52 Garage Pacing and AI 46:29 Work Hours and Boredom 48:53 Learning Leisure Hobbies 49:39 External Goals Drive You 55:38 Three Pillars Problem 59:03 Boats Aren’t Leisure 01:01:22 Health as Productivity 01:06:15 One Thing and Freedom 01:07:54 Batching for Pure Time 01:08:43 YouTube Revenue Reality 01:10:37 Selling for Independence 01:12:55 Work Purpose and Volunteering 01:14:00 FIRE Scarcity Mindset 01:18:14 Leisure Without Guilt 01:21:50 Deleting the Podcast 01:23:08 Staying in the Pool Lane 01:26:32 Why Quit Business Content 01:28:32 Guitars and Amp Talk 01:33:02 Headphone Levels Wrap