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PODCAST

Affiliate Marketing & Side Hustles on the Doug.Show

Doug Cunnington, PMP

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.

business marketing

All Episodes

00:39:17

New Years Goals with Project Management – DS598

Affiliate Marketing & Side Hustles on the Doug.Show ·

2026/01/05

Set goals for the year and use project management to get it done! (Okay, think of it like a New Years Resolution…)Brought to you by Semrush Affiliate Program Promote the Semrush Affiliate Program, which offers high commissions (up to $300 per sale) and a long 120-day cookie window, by highlighting their new AI Visibility Toolkit that solves the current business pain point of tracking brand presence on AI platforms like ChatGPT and Google AI Mode. Get the download! It’s a checklist of

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00:59:59

Etsy Giftable Print on Demand – DS597 [rebroadcast]

Affiliate Marketing & Side Hustles on the Doug.Show ·

2025/12/29

I give a short update on upcoming episodes. Then, I talk to Emily Odio-Sutton to discuss running a successful print on demand business on Etsy. Emily shares her journey of transitioning to full-time self-employment and the adjustments she made to manage her time effectively. $500K in 2 Years Esty Print on Demand DS550 Giftlab I’m an affiliate for all of the above, so if you buy something, I may get a commission. Thanks! Also, check out: MileHighFi Etsy Join My Email list More with

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00:23:28

Calculate Your Net Worth – DS596

Affiliate Marketing & Side Hustles on the Doug.Show ·

2025/12/22

I tell you how to calculate your Net Worth, and why tracking this one number is a great idea.Check out my podcasting and youtube gear *I’m an affiliate so I get a commission if you buy something. Also, check out: 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 Introduction 00:29 The Importance of Calculating Net Worth 05:04 Steps to Calculate Your Net

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00:33:00

I Failed To Reach My Goals – DS595

Affiliate Marketing & Side Hustles on the Doug.Show ·

2025/12/15

I failed, but was I really trying? Here’s what to do instead… Giftlab (by Emily Odio-Sutton) The Print-On-Demand Etsy Course. Check out my podcasting and youtube gear *I’m an affiliate so I get a commission if you buy something. Also, check out: 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 02:16 Reflecting on 2025 Goals 03:45 Apple Watch Story

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00:47:28

Balancing SEO, KDP Books, & AI Tools | Shawna Newman...

Affiliate Marketing & Side Hustles on the Doug.Show ·

2025/12/08

I catch up with Shawna Newman to discuss her latest adventures including agency work, YouTube growth, and KDP books for Q4, AI in SEO, the complexities of Reddit marketing, vibe coding and building her own tools. Giftlab (by Emily Odio-Sutton) The Print-On-Demand Etsy Course. Check out my podcasting and youtube gear *I’m an affiliate so I get a commission if you buy something. Also, check out: MileHighFi Etsy Join My Email list More with Doug: Mile High Fi Contact me. Ask

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00:22:54

Goal: Publish 100 Videos | Jesse Lakes | DS593

Affiliate Marketing & Side Hustles on the Doug.Show ·

2025/12/01

I chat with Jesse Lakes about his deep dive into video content creation. We discuss his 100 video challenge inspired by his new book, the importance of process and feedback loops, and the unique characteristics of different social media platforms. Find Jesse: GeniusLink LinkedIn X Email Also, check out: MileHighFi Etsy Join My Email list More with Doug: Mile High Fi 00:00 Introduction and Welcome 00:20 Discussing Jesse’s New Book 00:30 Diving into Video Production 02:06 Jesse’s

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00:31:28

Don’t Use AI Too Much – DS592

Affiliate Marketing & Side Hustles on the Doug.Show ·

2025/11/24

I talk about why I’m using AI less. Yes, I sound like an old man yelling at kids to get off my yard. BUT hear me out!Get the FREE eBook (First $1k from Cody Berman) here *Use Code DOUG E-Printables Course* Giftlab (by Emily Odio-Sutton) The Print-On-Demand Etsy Course. *I’m an affiliate so I get a commission if you buy something. Check out my podcasting and youtube gear Also, check out: MileHighFi Etsy Join My Email list More with Doug: Mile High Fi Contact me. Ask Questions! Send

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00:52:11

Evolution of WordPress, AI Trends, YouTube | Alex...

Affiliate Marketing & Side Hustles on the Doug.Show ·

2025/11/17

We discuss Alex’s recent projects, including his YouTube channel’s direction, his new local project in Spain, how he integrates AI tools into his work, the impacts of AI in various fields, the current state of affiliate marketing, and the benefits and challenges of creating both short and long-form content.Also, check out: 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)

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00:55:46

Make $1000/month ASAP | DS590

Affiliate Marketing & Side Hustles on the Doug.Show ·

2025/11/10

Cody tells me how he earned $1000 per month in about 115 days in 2024. This business model still works today! Get the FREE eBook here *Use Code DOUG E-Printables Course* *I’m an affiliate for Cody’s so I get a commission if you buy something. Also, check out: MileHighFi Etsy Join My Email list More with Doug: Mile High Fi 00:00 Intro 01:20 Travel Adventures and Digital Product Success 02:39 The Shift from Amazon Affiliates to Digital Products 03:43 Fitness and Travel Routine 05:33

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00:39:28

Mastering Amazon Associates in 2025-26 DS589

Affiliate Marketing & Side Hustles on the Doug.Show ·

2025/11/03

I’ve been talking poorly of the Amazon Affiliate model lately. But I haven’t been looking for stories in this area. So, I invited my friend, Jesse Lakes, to talk about it and provide some perspective.Find Jesse: GeniusLink LinkedIn X Email *I’m an affiliate for the links below, so I get a commission if you sign up! Thank you!! MDD Hosting – smaller company Cloudways Hosting – bigger company Eprintables with Cody Berman Giftlab (by Emily Odio-Sutton) The

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00:38:13

AI thinks Niche Sites are VIABLE in 2025?? DS588

Affiliate Marketing & Side Hustles on the Doug.Show ·

2025/10/27

AI is bananas. In accurate. It’s shitty. It thinks niche sites can work in 2025.Alex Cooper’s Video (I Thought I Cracked Instagram Reels… Until This ) Mastering Amazon Associates: A Creators Guide To The Amazon Affiliate Program * By Jesse Lakes *I’m an affiliate for the links below, so I get a commission if you sign up! Thank you!! MDD Hosting – smaller company Cloudways Hosting – bigger company Eprintables with Cody Berman Giftlab (by Emily Odio-Sutton) The

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00:35:20

Start a Niche Site? Listener Question – DS587

Affiliate Marketing & Side Hustles on the Doug.Show ·

2025/10/20

Someone asked about starting a new niche site with Amazon Associates as the monetization. Don’t do it! *I’m an affiliate for the links below, so I get a commission if you sign up! Thank you!! MDD Hosting – smaller company Cloudways Hosting – bigger company Eprintables with Cody Berman Giftlab (by Emily Odio-Sutton) The Print-On-Demand Etsy Course. Also, check out: MileHighFi Etsy Join My Email list More with Doug: Mile High Fi 00:00 Introduction and Episode

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00:23:03

Project Management Tips and Avoiding Burnout – DS586

Affiliate Marketing & Side Hustles on the Doug.Show ·

2025/10/13

I chat about the unpredictability of recording outdoors, project management skills, and using them for personal projects…like breaking down big tasks into manageable pieces. I ramble about my experience with guitar learning platform, Pickup Music. I also cover how to avoid burnout by creating content you love and not relying on analytics for satisfaction. Georgie also makes a guest appearance. The guitar SOLD! But if you want to see the playing demo, it’s here on youtube. 00:00

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00:21:41

Creating Content with Purpose – DS585

Affiliate Marketing & Side Hustles on the Doug.Show ·

2025/10/06

I talk about Fincon 2025 in Portland and my critique on the keynotes. They weren’t helpful for most people, and the advice can lead to an audience capture approach. Then, I roast Pat Flynn, probably unfairly. I’m selling My Epiphone Les Paul on craigslist. Playing Demo on YouTube. Giftlab (by Emily Odio-Sutton) The Print-On-Demand Etsy Course. *I’m an affiliate, so I get a commission if you sign up! Also, check out: MileHighFi Etsy Join My Email list More with Doug: Mile High

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00:40:20

Project Management Skills for Life – DS584

Affiliate Marketing & Side Hustles on the Doug.Show ·

2025/09/29

I talk about some how project manangement skills can be useful outside of the corporate world.Giftlab (by Emily Odio-Sutton) The Print-On-Demand Etsy Course. *I’m an affiliate, so I get a commission if you sign up! Also, check out: MileHighFi Etsy Join My Email list More with Doug: Mile High Fi 00:00 Introduction to the Doug Show 00:25 HOA Drama and Prairie Dog Relocation 03:13 Project Management Skills Overview 06:45 Practical Applications of Project Management 12:42 Portland Trip

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00:51:29

Niche Sites, Vibe Coding, Real talk – Jason Paul...

Affiliate Marketing & Side Hustles on the Doug.Show ·

2025/09/22

I talked to Jason Hendricks while we were in Portland for Fincon 2025. We talk about the old days of niche sites. Then, I have harsh words about vibe coding. And More!Connect with Jason – https://www.jphendricks.com/ AI App On Site – Add AI-Powered Apps To Any Site In Minutes Also, check out: MileHighFi Etsy Join My Email list More with Doug: Mile High Fi 00:00 Introduction and Setting the Scene 01:01 Meet Jason Hendricks: Background and Expertise 02:02 Journey into Online

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00:37:45

Typical Work Week in Early (semi)Retirement – DS582

Affiliate Marketing & Side Hustles on the Doug.Show ·

2025/09/15

I talk about a typical week and how semi-retirement is treating me. Giftlab (by Emily Odio-Sutton) The Print-On-Demand Etsy Course. *I’m an affiliate, so I get a commission if you sign up! Also, check out: MileHighFi Etsy Join My Email list More with Doug: Mile High Fi 00:00 Introduction and Outdoor Recording Challenges 00:52 When to Quit Blogging and Projects 01:50 Doug’s Current Work and Lifestyle 03:52 Daily Routine and Productivity 07:09 Interview Preferences and

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00:39:36

Saying NO, Feedback, and F.I.R.E – DS581

Affiliate Marketing & Side Hustles on the Doug.Show ·

2025/09/08

I talk about some rules for saying no, a listener email, and retiring early.Giftlab (by Emily Odio-Sutton) The Print-On-Demand Etsy Course. *I’m an affiliate, so I get a commission if you sign up! Also, check out: MileHighFi Etsy Join My Email list More with Doug: Mile High Fi 00:00 Introduction and Podcast Feedback 01:35 Saying No: The Art of Rejection 06:36 The Podcast Consultation Dilemma 17:01 Listener Feedback and Email Responses 23:18 Trip to Yellowstone National Park 25:53

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01:20:06

Pivoting After Selling Niche Sites for $50k – Dave...

Affiliate Marketing & Side Hustles on the Doug.Show ·

2025/09/01

I talked to Dave Fox about his recent projects after selling his sites for about $50,000 a few years ago. Successes, failures, funny stories, and guitars — we talk about it all! Giftlab (by Emily Odio-Sutton) The Print-On-Demand Etsy Course. *I’m an affiliate, so I get a commission if you sign up! Also, check out: MileHighFi Etsy Join My Email list More with Doug: Mile High Fi 00:00 Introduction & Guest Background 01:18 Dave’s Music Journey 02:51 Selling Niche Sites in

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01:03:28

When to Quit on Projects or Blog – Lauren Hunter – DS579

Affiliate Marketing & Side Hustles on the Doug.Show ·

2025/08/25

I talk to Lauren about when to quit on projects and move on… Lauren Hunter is a faith-focused entrepreneur passionate about helping creative visionaries bring their ideas to life. She offers author services, book and life coaching, freelance writing, and musician services. Links: https://laurenhunter.net (author/music blog) https://hspjourney.com https://earnitsaveit.com (might sell it) Giftlab (by Emily Odio-Sutton) The Print-On-Demand Etsy Course. *I’m an affiliate, so I get a

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