Affiliate Marketing & Side Hustles on the Doug.Show

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.

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

I talk about an AI project I might work on, upcoming episodes, and the silliness of getting rich quickly.

Contact me. Ask Questions!

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

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.

DNS Filtering / Device Management company: https://www.techlockdown.com/

iPhone monitoring app for parents: https://livingroomapp.com/

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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

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/

Contact me. Ask Questions!

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

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.

We’re talking a personal tool, not a saas or anything like that. If you have an idea, please let me know.

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

I talk about finishing projects and dealing with distractions.

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

I talk to Paul about how he covers AI and teaches on his youtube channel.

Follow Paul:

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

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.

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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

I talk about the pitfalls of over optimizing and why “good enough” is good enough. I prefer good enough most of the time.

00:00 Welcome and Topic

I talk about tokenmaxxing, backlash against AI, how I actually use AI, and echo chambers.

00:00 AI Backlash Update