Doug Cunnington, PMP

Affiliate Marketing & Side Hustles on the Doug.Show

Business EN ↓ 557 episodes

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.

Author

Doug Cunnington, PMP

Category

Business

Podcast website

doug.show

Latest episode

Jul 6, 2026

Where to listen?

Podcasts in the app Replaio Radio Coming soon

Podcasts are coming to the app soon. Install now and be the first to see a whole new take on podcasts

Get it on Google Play Install for free Android 5M+ downloads · 4.8 rating iOS soon

Episodes

High-Ticket Sales Funnels [Sonora Guitar Intensive] DS572 07.07.2025

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 30.06.2025

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 commission if you sign up! Also, check out: Mile...

Print on Demand Giftables on Etsy and other updates - DS570 23.06.2025

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 16.06.2025

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 Also, check out: MileHighFi Etsy Join My Email list More with Doug: Mile High Fi Contact me. Ask Questions! Send me an email h...

5 Ways Being an Entrepreneur Sucks - DS568 09.06.2025

Also, check out: MileHighFi Etsy Join My Email list DS568 Transcript More with Doug: Mile High Fi Contact me. Ask Questions! Send me an email here: feedback@doug.show Leave a voicemail: (406) 813-0613

Podcast Editing Service for the TOP Podcasters - Steve Stewart - DS567 02.06.2025

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 Website Podcast Editor Academy Also, check out:...

Giftable Print on Demand - Update with Emily Odio-Sutton - DS566 26.05.2025

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 using tools like Printify and AI for designing. $...

What Online Business Models aren't BS? DS565 19.05.2025

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 They have performance lab Multi Vitamin E-Printab...

How I'd start an Online Business in 2025 - DS564 12.05.2025

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 disruptions, while also acknowledging the challenges...

What Happened to Niche Sites - DS563 05.05.2025

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, illustrating the initial excitement and eventual d...

Google Results & Niche Sites Suck - DS562 28.04.2025

  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 More with Doug: Mile High Fi Contact me. Ask Questions! Send me an email here: feedback@doug.show Le...

AI Recipes Suck - DS561 21.04.2025

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. He also touches on his recent travels, a VIP...

Selling My Truck on Craigslist - DS560 14.04.2025

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 Conference and trips to Estes Park, Breckenridge, De...

Denver Living with Sam Neumann - DS559 07.04.2025

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 real estate agent and how his channel, ‘Denv...

Pints, Properties, and Prosperity - Andrew Schrader - DS558 31.03.2025

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. Doug also touches on monetizing online ventur...

Strategic Acquisition for Niche Sites (2025) - DS557 24.03.2025

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 into print on demand on Redbubble and Etsy, aid...

Credit Card Hacking and What Side Hustles Would I Start in 2025 - DS556 17.03.2025

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 start today. Check Out: Giftlab This link is an...

Digital PR in 2025 - Chris Panteli Linkifi - DS555 10.03.2025

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 why personal and brand authority have never been...

26-Year-Old Millionaire with 19 Streams of Income - DS554 03.03.2025

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 independence, his commitment to keeping fixed expense...

Navigating Pinterest Success - Heather Farris - DS553 24.02.2025

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, including its recent adjustments to AI content. Main...

A Blueprint for Financial Success - Andrew Giancola - DS552 17.02.2025

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 and expenses. Connect with Andrew: The person...

Podcast Production Agency - Virginia Elder - DS551 10.02.2025

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 glimpse into the financial aspects of running a...

$500K in 2 Years - Esty Print on Demand - Emily Odio-Sutton - DS550 03.02.2025

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 including product research, leveraging Etsy’s platf...

Reading is Radical - DS549 27.01.2025

  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 read, including works by Charles Duhigg, Mark...

YouTube, Natl Parks, 30 Rock - DS548 20.01.2025

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 how some people live in a ‘bubble’ of special tr...

Listen to the Affiliate Marketing & Side Hustles on the Doug.Show podcast in Replaio

Radio and podcasts in one app - free, with no sign-up. Install today and do not miss the launch

Get it on Google Play

Replaio is not a podcast publisher; show names, artwork and audio belong to their authors and are distributed through public RSS feeds.