
Advertise on podcast: Affiliate Marketing & Side Hustles on the Doug.Show
Rating
4.9from
This podcast has
574 episodes
Language
EnglishPublisher
Doug Cunnington, PMPExplicit
Yes
Date created
2018/12/31
Latest episode
2026/10/19
Average duration
41 min.
Release period
7 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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Podcast episodes
Check latest episodes from Affiliate Marketing & Side Hustles on the Doug.Show podcast
AI in Action. Real Life in a Marketing Agency | Chris Panteli | DS639
2026/10/19
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
Real Passive Income | DS638
2026/10/12
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:
[email protected]
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
Personal Finance for Entrepreneurs | Elliott Zelinskas | DS637
2026/10/05
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: [email protected]
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
AI + SaaS Success & Online Business in 2026 | Elliot Zelinskas | DS636
2026/09/28
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: [email protected]
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
AI experiments & WP Migration | DS635
2026/09/21
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: [email protected]
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
Financial Independence Retire Early [FIRE] for Entrepreneurs | DS634
2026/09/14
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
$20k MRR Saas - Side Hustle to Full-Time Success | DS633
2026/09/07
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
What I actually Use AI to do | DS632
2026/08/31
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
Finishing Projects | DS631
2026/08/24
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
Teaching AI on YouTube | DS630
2026/08/17
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
The Art of Pivoting (to 450K Subscribers on YT) | DS629
2026/08/10
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
Don't Over Optimize | DS628
2026/08/03
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
Push Back Against AI | DS627
2026/07/27
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
AI Backlash | DS626
2026/07/20
Touring Musician to YouTube Success | AJ De Vera | DS625
2026/07/13
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
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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