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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 careers

All Episodes

00:48:11

Giftable Print on Demand - Update with Emily...

Affiliate Marketing & Side Hustles on the Doug.Show ·

2025/05/26

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. $500K in 2 Years Esty Print on Demand DS550 Mind Lab

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00:48:11

Giftable Print on Demand - Update with Emily...

Affiliate Marketing & Side Hustles on the Doug.Show ·

2025/05/26

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. $500K in 2 Years Esty Print on Demand DS550 Mind Lab

en-us

00:48:12

What Online Business Models aren't BS? DS565

Affiliate Marketing & Side Hustles on the Doug.Show ·

2025/05/19

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-Printables Giftlab I’m an affiliate for all of the above, so

en-us

00:48:12

What Online Business Models aren't BS? DS565

Affiliate Marketing & Side Hustles on the Doug.Show ·

2025/05/19

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-Printables Giftlab I’m an affiliate for all of the above, so

en-us

00:31:23

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

Affiliate Marketing & Side Hustles on the Doug.Show ·

2025/05/12

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 it presents. Check out: Join My Email list DS564

en-us

00:31:23

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

Affiliate Marketing & Side Hustles on the Doug.Show ·

2025/05/12

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 it presents. Check out: Join My Email list DS564

en-us

00:49:20

What Happened to Niche Sites - DS563

Affiliate Marketing & Side Hustles on the Doug.Show ·

2025/05/05

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 disappointment within the niche site community. Check

en-us

00:49:20

What Happened to Niche Sites - DS563

Affiliate Marketing & Side Hustles on the Doug.Show ·

2025/05/05

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 disappointment within the niche site community. Check

en-us

00:36:39

Google Results & Niche Sites Suck - DS562

Affiliate Marketing & Side Hustles on the Doug.Show ·

2025/04/28

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 Leave a voicemail: (406) 813-0613

en-us

00:36:39

Google Results & Niche Sites Suck - DS562

Affiliate Marketing & Side Hustles on the Doug.Show ·

2025/04/28

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 Leave a voicemail: (406) 813-0613

en-us

00:31:43

AI Recipes Suck - DS561

Affiliate Marketing & Side Hustles on the Doug.Show ·

2025/04/21

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 experience with Alton Brown, and the importance of using

en-us

00:31:43

AI Recipes Suck - DS561

Affiliate Marketing & Side Hustles on the Doug.Show ·

2025/04/21

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 experience with Alton Brown, and the importance of using

en-us

00:57:46

Selling My Truck on Craigslist - DS560

Affiliate Marketing & Side Hustles on the Doug.Show ·

2025/04/14

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, Death Valley, and Joshua Tree National Parks. Check

en-us

00:57:46

Selling My Truck on Craigslist - DS560

Affiliate Marketing & Side Hustles on the Doug.Show ·

2025/04/14

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, Death Valley, and Joshua Tree National Parks. Check

en-us

00:51:22

Denver Living with Sam Neumann - DS559

Affiliate Marketing & Side Hustles on the Doug.Show ·

2025/04/07

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, ‘Denver Living with Sam Newman,’ plays a crucial role in his

en-us

00:51:22

Denver Living with Sam Neumann - DS559

Affiliate Marketing & Side Hustles on the Doug.Show ·

2025/04/07

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, ‘Denver Living with Sam Newman,’ plays a crucial role in his

en-us

01:15:14

Pints, Properties, and Prosperity - Andrew Schrader -...

Affiliate Marketing & Side Hustles on the Doug.Show ·

2025/03/31

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 ventures, leveraging project management skills, and the value of

en-us

01:15:14

Pints, Properties, and Prosperity - Andrew Schrader -...

Affiliate Marketing & Side Hustles on the Doug.Show ·

2025/03/31

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 ventures, leveraging project management skills, and the value of

en-us

00:35:54

Strategic Acquisition for Niche Sites (2025) - DS557

Affiliate Marketing & Side Hustles on the Doug.Show ·

2025/03/24

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, aided by insights from Emily’s successful ventures. Check Out: Giftlab This link

en-us

00:35:54

Strategic Acquisition for Niche Sites (2025) - DS557

Affiliate Marketing & Side Hustles on the Doug.Show ·

2025/03/24

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, aided by insights from Emily’s successful ventures. Check

en-us

1,207 results

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