Affiliate Marketing & Side Hustles on the Doug.Show

Hosted by Doug Cunnington, PMP

Business Marketing Entrepreneurship

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Episodes

571

Latest episode

Oct 2026

Language

EN-US

About the 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.

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60 recent

October 19, 202650 min

AI in Action. Real Life in a Marketing Agency | Chris Panteli | DS639

I chat with Chris Pantelli, the founder of Linkify and Total Authority, about using AI inside a business. Chris says they started with early AI writing tools, then moved heavily into Claude, ChatGPT, and Grok for coding, analysis, automation, and content workflows. He describes building custom internal tools with AI for pitch operations, journalist data, transcript analysis, and other tasks. Linkifi Total Authority Total Authority on YouTube Chapters (00:00:06) - Welcome Back and AI Agency Pivot (00:03:07) - Early AI Experiments (00:07:24) - Internal Tools Go Custom (00:11:20) - Rebuilding Websites with Claude (00:17:43) - CMS Options for Content Teams (00:22:09) - Small Tools, Big Impact (00:25:17) - Why AI Visibility Matters (00:28:24) - How AI Search Finds Experts (00:30:45) - Building Real Authority (00:36:22) - What Breaks AI Visibility (00:39:58) - Staying Ahead with Automation (00:42:36) - Total Authority YouTube Insights (00:44:54) - Best AI Tools by Task (00:50:08) - Where to Find Chris

October 12, 202641 min

Real Passive Income | DS638

I talk about what real passive income, and a few things that aren't. It's just my opinion, of course, and not financial, legal, or tax advice. Then, I talk about my stand up comedy class. Contact me. Ask Questions! Send me an email here: feedback@doug.show Leave a voicemail: (406) 813-0613 Chapters (00:00:00) - intro (00:00:21) - Passive Income Defined (00:08:19) - Real Estate Reality Check (00:12:53) - SaaS and Simple Tools (00:15:30) - Index Funds Win (00:21:30) - Why Dividends Lag (00:25:56) - Stand-Up Showcase Prep (00:32:36) - Open Mic Lessons (00:39:06) - WordPress Migration Update

October 5, 202624 min

Personal Finance for Entrepreneurs | Elliott Zelinskas | DS637

Elliott and I geek out on personal finance, saving, and early retirement. Not financial or legal advice, talk to professionals. Connect with Elliott Zelinskas BuilderClub.ai YouTube Instagram X Contact me. Ask Questions! Send me an email here: feedback@doug.show Leave a voicemail: (406) 813-0613 nichesiteproject.com 00:00 Personal Finance Kickoff 01:06 Early Money Lessons 03:53 First Investing Wins 07:29 Accounts and Simple Portfolio 10:22 Work Versus Jobbing 17:03 Spending Money Struggles Chapters (00:00:00) - Personal Finance Kickoff (00:01:06) - Early Money Lessons (00:03:53) - First Investing Wins (00:07:29) - Accounts and Simple Portfolio (00:10:22) - Work Versus Jobbing (00:17:03) - Spending Money Struggles

September 28, 202629 min

AI + SaaS Success & Online Business in 2026 | Elliot Zelinskas | DS636

Elliott joins me for an update on 2026 and why it’s never been a better time to build an online business. He was the guest on episode 610 and things have been going great. Connect with Elliott Zelinskas BuilderClub.ai YouTube Instagram X Contact me. Ask Questions! Send me an email here: feedback@doug.show Leave a voicemail: (406) 813-0613 nichesiteproject.com 00:00 Welcome Back Elliot 00:51 From Teacher to Builder 02:35 Career Products Framework 04:39 Focus and Revenue Milestones 07:48 Churn and Market Demand 12:31 Marketing Channels That Work 20:09 Start Simple With AI 24:17 Own Your Platform and Next Steps

September 21, 202634 min

AI experiments & WP Migration | DS635

I talk about an AI project I might work on, upcoming episodes, and the silliness of getting rich quickly. Contact me. Ask Questions! Send me an email here: feedback@doug.show Leave a voicemail: (406) 813-0613 Join My Email list 00:00 Show Updates Intro 00:34 AI Curiosity and Burnout 02:08 Elliot Interview Preview 03:28 Chris Linkify and PR 04:51 AI Tools and Data Limits 09:40 Ditching WordPress Plans 21:21 Amazon Influencer Callout 25:12 Anti Spam AI Video Wrap

September 14, 202653 min

Financial Independence Retire Early [FIRE] for Entrepreneurs | DS634

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: feedback@doug.show 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

September 7, 20261 hr 5 min

$20k MRR Saas - Side Hustle to Full-Time Success | DS633

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: feedback@doug.show 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

August 31, 202633 min

What I actually Use AI to do | DS632

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: feedback@doug.show 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

August 24, 202632 min

Finishing Projects | DS631

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

August 17, 202633 min

Teaching AI on YouTube | DS630

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