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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

00:40:57

5 Ways Being an Entrepreneur Sucks – DS568

Affiliate Marketing & Side Hustles on the Doug.Show ·

2025/06/09

Doug discusses the often-overlooked difficulties that come with being an entrepreneur. He outlines five major challenges, including the continuous pressure, financial instability, the burden of doing everything yourself, high expectations, and the perpetual learning curve.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

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00:48:47

Podcast Editing Service for the TOP Podcasters –...

Affiliate Marketing & Side Hustles on the Doug.Show ·

2025/06/02

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: MileHighFi Etsy Join My Email list DS567 Transcript More with Doug: Mile High Fi Contact me

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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 Pro They have performance lab Multi

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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 if you buy something, I may get a

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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 Transcript More with Doug: Mile High Fi Contact me

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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 out: Pastor Nears $1k per month, Amazon

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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

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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 trusted sources for recipes. Mind Lab

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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 Out: Chris Rusin’s Music – Leave It In The

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00:51:22

Denver Living with Sam Neumann – DS559

Affiliate Marketing & Side Hustles on the Doug.Show ·

2025/04/07

Doug chats with Sam Neumann, 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 Neumann,’ plays a crucial role in his business. Reach Out to

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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 investing in oneself. Check

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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 is an affiliate

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00:50:55

Credit Card Hacking and What Side Hustles Would I...

Affiliate Marketing & Side Hustles on the Doug.Show ·

2025/03/17

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 affiliate link, so I get a commission if you purchase. Thanks! Travel Hacking with Kristen $500K in

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00:53:55

Digital PR in 2025 – Chris Panteli Linkifi – DS555

Affiliate Marketing & Side Hustles on the Doug.Show ·

2025/03/10

Doug talks with Chris Panteli 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 more important. They also talk about the broader implications of digital PR beyond SEO, including how it

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01:02:53

26-Year-Old Millionaire with 19 Streams of Income –...

Affiliate Marketing & Side Hustles on the Doug.Show ·

2025/03/03

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 expenses low, and his vigorous daily routine that emphasizes fitness. Connect with Cody: The FI

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00:52:47

Navigating Pinterest Success – Heather Farris – DS553

Affiliate Marketing & Side Hustles on the Doug.Show ·

2025/02/24

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 Website YouTube Instagram LinkedIn DS553 Transcript More with Doug: Mile High Fi Contact me

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01:05:13

A Blueprint for Financial Success – Andrew Giancola –...

Affiliate Marketing & Side Hustles on the Doug.Show ·

2025/02/17

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 personal finance podcast Master Money Mr. Money Mustache article mentioned: Mr. Money Mustache: The

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00:57:27

Podcast Production Agency – Virginia Elder – DS551

Affiliate Marketing & Side Hustles on the Doug.Show ·

2025/02/10

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 an agency, client management, and building a cohesive team. Connect with Virginia: Main

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00:59:57

$500K in 2 Years – Esty Print on Demand – Emily...

Affiliate Marketing & Side Hustles on the Doug.Show ·

2025/02/03

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 platform for traffic, and focusing on giftable items. Emily also talks about the importance of

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00:29:49

Reading is Radical – DS549

Affiliate Marketing & Side Hustles on the Doug.Show ·

2025/01/27

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 Manson, and Cal Newport. Doug also reflects on the importance of focusing and avoiding the distraction of

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591 results

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