
Affiliate Marketing & Side Hustles on the Doug.Show
The Doug Show is where host Doug Cunnington talks to other marketers, side hustlers, and experts, sharing success stories and discussing the leap from corporate worker bee to entrepreneur. The podcast goes deep on affiliate marketing, side hustles, SEO, entrepreneurship, management, and working online.
Episodes

AI Backlash | DS626

Touring Musician to YouTube Success | AJ De Vera | DS625
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

Building a Lifestyle Podcast Agency: SimplePod Studios & Financial Independence - DS624
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 agen

Over Expanding & More FB Marketplace Tales | DS623
I talk about pizza, beer, and FB Marketplace tales and tips.
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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

How To Retire FASTER | Cody Berman | DS622
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.
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00:00 Meet Cody and the Book
02:33 Quitting Corporate for FI
10:35 Side Hustle Framework an

Upgrading my YouTube Studio | DS621
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.
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00:00 Studio Gear Upgrade Dilemma
01:23 New Canon R8 Camera
04:30 Lenses Over Bodies Minds

Turning A European Idea Into U.S. Success | Oakwell Beer Spa | DS620
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: htt

Decluttering & Facebook Marketplace | DS619
I talk about selling some stuff on Facebook Marketplace and trying to declutter around the house.
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00:00 intro
02:51 Decluttering books for sale
06:34 AI powered Marketplace listings
11:33 Guitars gear and computer upgrades
17:14 Ma

Finance & Food: Iceland Adventures + Pizza Passion | DS618
I talk to my brother-in-law, Sam, about travel budgets, pizza, and coffee.
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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
3

Recent Travel, Tech, Business Ideas | DS617
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.
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Song: Daisy by Stone Temple Pilots
00:00 Intro
01:14 Georgie Update
01:50 Recording Setup
02:30 Livestreami

Kyle Roof on the Future of SEO & AI - DS616
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:

The Real Reason Matt Giovanisci QUIT Almost Everything | DS615
I talk to Matt Giovanisci about suddenly quitting his podcast, email newsletter, and a few other things. It’s a long one! Buckle up!
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00:00 Welcome and Setup
00:58 Money Lab Origins
02:19 Rebrand to Business Casual
04:21 Podcast as

Video Content & Balancing Creativity & Consistency | DS614
I talk about how I lost motivation to work, my obvious advice that video is great, and a little update on my journaling.
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00:00 Intro
00:56 Work Optional Mindset
07:17 Audio Gear Tweaks
09:07 Why Video Wins
13:22 Ads and Sponsorship

Building Real Apps with AI: Micro Tools, SEO Utilities | DS613
I talk with Tony Herman about how he uses AI coding tools to build apps and business utilities, including a service-area coverage map generator that started as a client need and became a free public tool. He tells me about how he works with AI to create the tools, vibe coding, and Lovable.
Connect with Tony Herman:
https://tonyherman.com/
https://onyou

Unfiltered: Passion, Music, and YouTube | Mark Hopkins Music | DS612
I talk to Baltimore musician, Mark Hopkins, about working on YouTube. We cover how he got started and how he doesn’t really care about analytics. We geek out on guitars and gear at the end.
Follow Mark on YouTube
Mark on Instagram
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Vertical Integration | DS611
I talk about interviews on the podcast again, in person events, and vertical integration.
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00:00 Welcome and Agenda
01:07 Interviews Are Back
02:51 Audio Quality Realities
03:43 Listener Stories and Voicemail
04:37 Podcast Audio Fai

Teacher to Tech Builder: How I Replaced My Income in 5 Months | DS610
I talk to Elliot about not being a tech guy, but now he’s building tools using AI. He used to be a teacher and didn’t even have a computer. It’s a great, inspiring story!
Connect with Elliott Zelinskas
YouTube
Instagram
X
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00:00 I

SEO Dead for Affiliates? How to Pivot | wecantrack | DS609
I chat with Jorge Barbosa from wecantrack about how affiliates can improve earnings, get higher ROI, and pivot by using data to make better decisions.
Learn more about wecantrack
Grow your affiliate revenue through seamless integration of your performance data with the best marketing tools. No developer needed.
Get a free 15-day trial
Explore the wec

Touring Musician to YouTube Success: "Kyle Orla" Strategy | DS608
I talk to Kyle Orla of K.O. String works in Duluth, MN. We geek out on YouTube and being a touring musician. Then, at the end, we geek out for 20 minutes about 90 – 100+ year old guitars.
Kyle is a folk musician and educator, specializing in dexterous fingerstyle and hard driving American folk music.
Connect with Kyle
k.o. stringworks
Kyle Orla on YouTu

3 Case Studies of AI Coding w/ChatGPT, Claude Code, & Gemini | DS607
I heard from a few audience members about their experinces with AI Coding using ChatGPT, Claude Code, and Gemini.
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MileHighFi Etsy
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00:00 Intro
01:20 Voicemail and YouTube slump
03:

Requirements for AI Assisted Coding - DS606
I talk about how to prepare requirements for coding with AI, based on my project management experience.
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MileHighFi Etsy
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Mile High Fi
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00:00 Welcome
00:24 Podcast Inspiration Story
02:37 What Re

If I Started Over in 2026 - DS605
I talk about a few business models I’d consider if I was starting over in 2026.
$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!
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MileHighFi Etsy
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Send m

I got Lucky - DS604
I’m not that good and just got lucky.
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00:00 Luck, Survivorship Bias & Why Success Stories Mislead
02:39 Georgie the Needy Dog (Quick Detour)
03:28 Starting in

10 Things I Learned From 900+ Episodes - DS603
I published over 900 podcast episodes. I learned a few things along the way.
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MileHighFi Etsy
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Mile High Fi
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00:00 Introduction and Episode Overview
01:47 The Importance of Quantity Over Quality

Dry January, Coffee, Caffeine, YouTube - DS602
This is an old fashioned catch up. I talk about cutting back on alcohol, caffeine, and some YouTube advertising updates.
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MileHighFi Etsy
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Mile High Fi
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00:00 Intro
02:33 Doug’s Coffee Journey
06

Sustainable Solopreneur 7 Rules for Online Success - DS600
I give you 7 ideas for being successful online.
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 lik

17 things I wish I knew before working online | DS599
I’ve been working online, self employed for over 10 years. Here are some things I’ve learned.

New Years Goals with Project Management - DS598
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
![Etsy Giftable Print on Demand - DS597 [rebroadcast]](https://cdn.radoxo.com/images/podcasts/60607-affiliate-marketing-side-hustles-on-the-dougshow.webp?v=1784785848)
Etsy Giftable Print on Demand - DS597 [rebroadcast]
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 al

Calculate Your Net Worth - DS596
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.
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MileHighFi Etsy
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Mile High Fi
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L

I Failed To Reach My Goals - DS595
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.
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MileHighFi Etsy
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Mile High Fi
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Send me an e

Balancing SEO, KDP Books, & AI Tools | Shawna Newman | DS594
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 commiss

Goal: Publish 100 Videos | Jesse Lakes | DS593
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.
00:00 Introduction and Welcome
00:20 Discussing Jesse’s New Book
00:30 Diving into Video Production
02:06 J

Don't Use AI Too Much - DS592
I talk about why I’m using AI less. Ma
Get the FREE eBook 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
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MileHighFi Etsy
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Mile High Fi
Con

Evolution of WordPress, AI Trends, YouTube | Alex Cooper-WPEagle - DS591
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 Em

Make $1000/month ASAP | DS590
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.
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MileHighFi Etsy
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Mile High Fi
00:00 Intro
01:20 Travel

Mastering Amazon Associates in 2025-26 DS589
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 c

AI thinks Niche Sites are VIABLE in 2025?? DS588
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 – small

Start a Niche Site? Listener Question - DS587
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.
Al

Project Management Tips and Avoiding Burnout - DS586
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 satisfactio

Creating Content with Purpose - DS585
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 a

Project Management Skills for Life - DS284
Giftlab (by Emily Odio-Sutton) The Print-On-Demand Etsy Course.
*I’m an affiliate, so I get a commission if you sign up!
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MileHighFi Etsy
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Mile High Fi

Niche Sites, Vibe Coding, Real talk - Jason Paul Hendricks - DS583
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
Doug: Hey, what’s going on? Welcome to the Doug Show. I’m Doug Cunnington, a

Typical Work Week in Early (semi)Retirement - DS582
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!
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00:00 Introduction and Outdoor Recording Challenges
00:52 When to Quit Blogging

Saying NO, Feedback, and F.I.R.E - DS581
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!
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MileHighFi Etsy
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00:00 Introduction and Podcast Feedback
01:35 Saying No: The Art of Re

Pivoting After Selling Niche Sites for $50k - Dave Fox - DS580
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!
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MileHighFi Etsy
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When to Quit on Projects or Blog - Lauren Hunter - DS579
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

How to earn $500/month? I'm not sure... DS 578
A listener asked for help on his sites and what he should do to earn $500/month.
Giftlab (by Emily Odio-Sutton) The Print-On-Demand Etsy Course.
*I’m an affiliate, so I get a commission if you sign up!
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MileHighFi Etsy
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Mile High Fi

Copyright Claims, New Music, Beer - DS576
I jammed with my friend Tyler for new intro music, dealt with a Shutterstock copyright claim, and reviewed Wonderful Things beer from Four Noses Brewery. I also discussed feedback on calling out scammers and shared updates on my upcoming national parks trip. Stay tuned for thoughts on future podcast directions.
Giftlab (by Emily Odio-Sutton) The Print-O

Should I Call Out the Scammers? DS575 | Doug.Show
I got a huge response from people about calling out the shady people in the make money online space. But I’m not sure if I’ll do it…
And I don’t recommend shutterstock dot com…they filed a Content ID claim on YouTube for a song I paid for 6 years ago. Silly!
Giftlab (by Emily Odio-Sutton) The Print-On-Demand Etsy Course.
*I’m an affiliate, so I get a

Do Affiliate Links Work Anymore - DS574
I discuss affiliate links, side hustles, provides updates on my podcasts, livestreams, and shares insights into affiliate marketing challenges. Plus, I rant on the AI-generated content and its pitfalls for those starting niche sites.
Giftlab (by Emily Odio-Sutton) The Print-On-Demand Etsy Course.
*I’m an affiliate, so I get a commission if you sign up!

How to Innovate - DS573
I dive into innovation in online business, inspired by a video about REI and product innovation. Then, I discuss the future of my podcast and share some of the analytics.
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MileHighFi Etsy
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Mile High Fi
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Send me an email here: feedback@doug.show
Leave a voicemail: (406) 81
![High-Ticket Sales Funnels [Sonora Guitar Intensive] DS572](https://cdn.radoxo.com/images/podcasts/60607-affiliate-marketing-side-hustles-on-the-dougshow.webp?v=1784785848)
High-Ticket Sales Funnels [Sonora Guitar Intensive] DS572
I ramble about Sonora Guitar Intensive sales funnel and my experience with high-ticket music mentorship programs. And highlights on adjusting my podcast setup.

Would you podcast for free? DS571
I complain about Descript, gush over my new pre-amp (JHS Colourbox v2), and eventually talk about my podcasting dilemma. I have a couple other mini updates too.
Sponsored by Cloudways Hosting! Please check out Cloudways for your hosting solutions.
Giftlab (by Emily Odio-Sutton) The Print-On-Demand Etsy Course.
*I’m an affiliate for both, so I get a com

Print on Demand Giftables on Etsy and other updates - DS570
I talk about Print on Demand, Etsy, and things I’m obsessed with.
Giftlab (by Emily Odio-Sutton)
Check out MDD Hosting
*I’m an affiliate, so I get a commission if you sign up!

My Business is Failing: How I'm Dealing - DS569
I discuss the current struggles and declining revenue of my business. I share how I’m cutting costs, including letting go of his long-time VA, Callie, and eliminating unnecessary expenses.
Guitar Accessories
Hiking & Outdoor Gear
Sleep Essentials Supplements & More
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MileHighFi Etsy
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Mile H

5 Ways Being an Entrepreneur Sucks - DS568
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DS568 Transcript
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Podcast Editing Service for the TOP Podcasters - Steve Stewart - DS567
Doug interviews Steve Stewart, a renowned podcast editor in the personal finance space. Steve discusses his journey from financial coaching and blogging to becoming a full-time podcast editor. He shares insights about his work, his experience with podcast editing tools, and tips on managing a business using the Profit First method.
Connect with Steve

Giftable Print on Demand - Update with Emily Odio-Sutton - DS566
Doug is joined by Emily Odio Sutton to discuss the dynamics of 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. They dive into the benefits of focusing on giftable products, the importance of niche targeting, and usin

What Online Business Models aren't BS? DS565
Doug touches on various current online business models and shares his skepticism towards the volatility of online businesses. He discusses alternatives such as print-on-demand on Etsy, non-WordPress content management systems, directories, newsletters, and local-based business strategies.
Check out:
Denver Living with Sam Neumann DS559
Mind Lab Pro
T

How I'd start an Online Business in 2025 - DS564
Doug discusses his approach to starting an online business from scratch in the current landscape. Reflecting on the evolution of online business models over the past two decades, Doug emphasizes the volatility and rapid changes in the industry. He advises focusing on video content creation due to its growing importance and resilience against AI disrupti

What Happened to Niche Sites - DS563
Doug examines the decline of niche sites, once a lucrative area for digital marketers. He references an email from Shawna Newman of Skip Blast and highlights a Million Dollar Site heavily impacted by Google’s Helpful Content Update (HCU). Doug reflects on personal anecdotes, industry shifts, and past interviews with individuals like Duke and Dave, illus

Google Results & Niche Sites Suck - DS562
Doug discusses his experiences and frustrations with unreliable AI-generated content and niche websites.
Check out:
Etsy
Mind Lab Pro
They have performance lab Multi Vitamin
I’m an affiliate of the above, so if you buy something, I may get a commission. Thanks!
Join My Email list
DS562 Transcript
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Mile High Fi
Contact me. Ask Que

AI Recipes Suck - DS561
Doug Cunnington dives into various topics including AI-generated cooking recipes, the evolution of food blogs, and the current state of e-commerce with a focus on tariffs and market volatility.
Doug shares his experiences with a recent book by Alton Brown, his ongoing journey with reading physical books, and his thoughts on using AI for recipe creation.

Selling My Truck on Craigslist - DS560
Doug shares his recent experiences selling items on Craigslist and Facebook Marketplace. He discusses his approach to listing items, including the importance of transparency about flaws to build trust, and recounts stories of successful transactions and potential scams.
Doug also reflects on his travels during Q1, including attending the EconoMe Confere

Denver Living with Sam Neumann - DS559
Doug chats with Sam Newman, a residential real estate agent and YouTuber from Denver. The discussion covers Sam’s journey into YouTube, focusing on the importance of video in real estate marketing, the challenges of getting started, and the value of creating authentic and engaging content.
Sam shares his experience transitioning from a video editor to a

Pints, Properties, and Prosperity - Andrew Schrader - DS558
Doug talks with Andrew Schrader. Doug talks about his journey to financial independence and becoming a full-time entrepreneur after leaving a corporate career.
They discuss beer judging in Montana, the nuances of the FIRE community, transitioning to entrepreneurship, overcoming imposter syndrome, and the importance of balancing work and personal life.

Strategic Acquisition for Niche Sites (2025) - DS557
Doug addresses several topics sparked by audience emails and personal experiences. He dives into the viability of strategic acquisitions for niche sites, especially for those impacted by the helpful content update.
He also shares his adventures in selling items on Craigslist, utilizing his online marketing skills. Additionally, he discusses his foray i

Credit Card Hacking and What Side Hustles Would I Start in 2025 - DS556
Doug shares a variety of topics that are on his mind. He starts with insights into credit card rewards and travel hacking. Doug also touches on a recent text from an acquaintance suggesting podcast guests, which leads him to affirm his rule against interviewing authors launching books. Finally, he discusses his thoughts on what side hustles he would sta

Digital PR in 2025 - Chris Panteli Linkifi - DS555
Doug talks with Chris Piantelli from Linkifi about the seismic shifts in the digital PR and SEO landscape. They discuss the closure of HARO (Help a Reporter Out), its impact on the industry, and the innovative strategies businesses are adopting to stay ahead.
Chris shares insights on diversifying digital PR approaches, utilizing AI for outreach, and wh

26-Year-Old Millionaire with 19 Streams of Income - DS554
Doug hosts Cody Berman in a lively discussion recorded at FinCon in 2023. Cody, a young and dynamic entrepreneur with 19 income streams, dives into his journey from leaving a corporate job to building multiple successful ventures, including digital products on Etsy and real estate investments. They discuss Cody’s strategic approach to financial independ

Navigating Pinterest Success - Heather Farris - DS553
Doug chats with Heather Farris, an experienced Pinterest educator and marketing strategist. Heather shares her unique journey from an accounting career to establishing a successful online business focused on Pinterest marketing.
The episode offers practical advice for businesses looking to leverage Pinterest and explores the platform’s nuances, includin

A Blueprint for Financial Success - Andrew Giancola - DS552
Doug presents a rebroadcast from his other podcast, Mile High Fi. The episode features an interview with Andrew Giancola, host of the Personal Finance Podcast.
Doug and cohost Carl Jensen discuss various financial topics with Andrew, including his journey to financial independence, early retirement strategies, and the importance of managing both income

Podcast Production Agency - Virginia Elder - DS551
Doug chats with Virginia, founder of Podcast Abundance. They discuss Virginia’s journey from personal finance coaching to establishing a successful podcast production and content repurposing agency.
The episode covers tactical topics like podcast SEO, video-first podcasting, content repurposing, and Virginia’s effective use of AI. She also provides a g

$500K in 2 Years - Esty Print on Demand - Emily Odio-Sutton - DS550
Doug interviews Emily Odio Sutton, a successful Etsy entrepreneur who transitioned from being an educator to running her own print on demand business. Emily shares her journey of starting two Etsy shops in January 2023, which now boast over 27,000 sales and $530,000 in revenue.
She discusses her initial motivations, challenges, and key strategies inclu

Reading is Radical - DS549
Doug discusses his new reading initiative, sparked at the turn of the year, which aims to rekindle his interest in nonfiction. Despite reading a lot of fiction, particularly mystery and thriller genres like the Reacher and Joe Pickett series, Doug has noticed a decline in his nonfiction reads.
He shares his collection of nonfiction books he plans to

YouTube, Natl Parks, 30 Rock - DS548
Doug discusses a range of loosely connected topics: from the challenges and recent changes in the rules about filming in National Parks, to the relationship between money and happiness, summarizing findings from notable studies.
Along the way, Doug shares personal anecdotes about his travels to national parks, his YouTube habits, and his thoughts on ho

Which is Better? Solo vs Teams - DS547
Doug explores the dynamics of working solo, managing a small team, and scaling up to a larger team. He reflects on his experiences from his now-cancelled podcast ‘Ranking Revolution’ and shares insights on how different team sizes can impact flexibility, project efficiency, and responsibility.
Transcript DS5467
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The Purpose Code - Jordan Grumet - DS546
Doug speaks with Dr. Jordan Grumet about the concept of purpose, particularly for side hustlers and entrepreneurs. Dr. Grumet shares his journey from practicing medicine to discovering financial independence and his passion for hospice care. They discuss the distinction between ‘big P’ Purpose and ‘little p’ purpose, emphasizing enjoying the process ove

Failures of 2024 - DS545
Doug discusses his personal and business failures of 2024, including the decline in niche sites and the deprecation of his own courses. He reflects on attempts to launch a new marketing podcast, ‘Ranking Revolution,’ and a ‘Podcast Accelerator’ course, both of which didn’t succeed as planned.
Doug also touches on the changing landscape of SEO, the clos
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