Best Doug Cunnington Podcasts (2025)

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Fitness Updates With Carl at FinCon | MHFI 291 46:39

Play Pause

4d ago46:39

46:39

Doug catches up with Carl at FinCon 2025 in Portland to talk about health & fitness updates. Carl shares his journey of losing weight, specifics of his workout regimen, dietary changes, and his brief use of microdosing Ozempic. Both of them discuss exercise habits, how they handle travel and exercise while on the road, and the occasional disruption…

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AI thinks Niche Sites are VIABLE in 2025?? DS588 38:13

5d ago38:13

38:13

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 – …

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18 Months to Freedom. Early Retirement With a $1.5M Nest Egg – Elliot | MHFI 290 1:03:59

11d ago1:03:59

1:03:59

Doug chats with Elliot Gross (9 to FI podcast) about his path to Financial Independence. He shares how he discovered FI at age 27 and details his journey from getting out of debt to strategically positioning himself to retire early in 18 months. Elliot also discusses his detailed approach to managing finances, the milestones he hit along the way, f…

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Start a Niche Site? Listener Question - DS587 35:20

12d ago35:20

35:20

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. …

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Start a Niche Site? Listener Question – DS587 35:20

12d ago35:20

35:20

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. …

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Early Retirement After Big Law: World Travel & Self Discipline – Monica | MHFI 289 1:00:16

18d ago1:00:16

1:00:16

Doug chats with Monica Levi, a former lawyer who retired early at the age of 40. She shares her journey to FI, including her immigration to the US at 17, a battle with cancer, the transition from law to becoming a self-discipline coach, and her passion for travel. Monica also delves into how she manages her time, expenses, and the challenges of hav…

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Project Management Tips and Avoiding Burnout – DS586 23:03

19d ago23:03

23:03

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 satisf…

1
Project Management Tips and Avoiding Burnout - DS586 23:03

19d ago23:03

23:03

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 satisf…

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From $240K in Debt to Early Retirement at Age 48 – Josh (Part 2) | MHFI 288 1:15:55

25d ago1:15:55

1:15:55

By Doug Cunnington & Carl Jensen

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Creating Content with Purpose - DS585 21:41

26d ago21:41

21:41

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…

1
Creating Content with Purpose – DS585 21:41

26d ago21:41

21:41

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…

1
From $240K in Debt to Early Retirement at Age 48 – Josh (Part 1) | MHFI 287 1:17:58

1M ago1:17:58

1:17:58

Doug chats with Josh Epley (9 to FI podcast) about his journey from $240K in debt to early retirement. Josh discusses how he and his wife managed to turn their financial lives around including challenges they faced along the way and successful strategies they implemented such as real estate investing & rigorous budgeting. Josh also shares insights …

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Project Management Skills for Life – DS584 40:20

1M ago40:20

40:20

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 Show00:25 HOA Drama an…

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Project Management Skills for Life - DS284 40:20

1M ago40:20

40:20

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 FiBy Doug Cunnington, PMP

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On The Cusp Of Early Retirement: I Leave My W-2 In 4 Months | MHFI 286 57:20

1M ago57:20

57:20

Doug chats with Brad Finley who is on the cusp of early retirement. Brad discusses the decision to leave his W-2 job, steps he’s taking to prepare for the transition, the emotional journey that accompanies such a significant life change, and his plans to maintain a balanced & fulfilling lifestyle post-retirement. Brad also shares his transformative…

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Niche Sites, Vibe Coding, Real talk - Jason Paul Hendricks - DS583 51:29

1M ago51:29

51:29

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 Cunningto…

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Niche Sites, Vibe Coding, Real talk – Jason Paul Hendricks – DS583 51:29

1M ago51:29

51:29

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…

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2 Years After Early Retirement | MHFI 285 1:14:01

2M ago1:14:01

1:14:01

Doug chats with Jackie and Jacob, a couple who left their W2 jobs to pursue Financial Independence and extensive travel adventures. They discuss traveling in South America, living a minimalist lifestyle, navigating challenges of geo-arbitrage, and how they manage finances while optimizing for travel & embracing flexibility. They also share financia…

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Typical Work Week in Early (semi)Retirement - DS582 37:45

2M ago37:45

37:45

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 Challenges00:52 When to Quit Blogging a…

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Typical Work Week in Early (semi)Retirement – DS582 37:45

2M ago37:45

37:45

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 Challenges00:52 When to Quit Blogging a…

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Retire Often: Mastering the Art of Mini Retirements – Jillian Johnsrud | MHFI 284 53:19

2M ago53:19

53:19

Doug chats with Jillian Johnsrud about all-things mini retirement including preparation, challenges, and key insights. They explore how to test what retiring might look like through sabbaticals and mini retirements, touch on the importance of adapting to a new lifestyle, and address common issues that arise, such as maintaining productivity and man…

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Saying NO, Feedback, and F.I.R.E - DS581 39:36

2M ago39:36

39:36

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 Feedback01:35 Saying No: The Art of Reje…

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Saying NO, Feedback, and F.I.R.E – DS581 39:36

2M ago39:36

39:36

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 Feedback01:35 Saying No: The Art of Reje…

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Mr. Money Mustache Defines Cheap vs. Frugal (Live CampFI) | MHFI 283 57:46

2M ago57:46

57:46

Doug chats with a variety of guests at CampFI Rocky Mountain Week 1.5 including Pete Adeney (Mr. Money Mustache), Kristen Knapp (FI Friends Travel), and camp attendees Amanda, Tyler, & Roxanne. Pete & Kristen delve into the distinction between being cheap and frugal, sharing personal anecdotes and philosophies. The conversation shifts into other to…

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Pivoting After Selling Niche Sites for $50k - Dave Fox - DS580 1:20:06

2M ago1:20:06

1:20:06

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…

1
Pivoting After Selling Niche Sites for $50k – Dave Fox – DS580 1:20:06

2M ago1:20:06

1:20:06

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…

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Mr. Money Mustache: Tesla, Health at 50, Passions & Projects [bonus] MHFI 282.5 54:10

2M ago54:10

54:10

Mr. Money Mustache joins me to answer YOUR questions. It’s part 2 so if you missed part 1, check it out from July 18, 2025. If you dig the show, see ways to support mile high FI since we’re ad-free. Questions… [time stamps below] What have you changed your mind on? Is Pete still Snowbirding to Arizona in the winters down to cul-de-sac? And was that…

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Is $1.7M Enough To Retire? … It’s Not So Simple… [rebroadcast] | MHFI 282 47:53

2M ago47:53

47:53

Doug and Carl chat with listener Steve to review his plans for early retirement. Steve discloses his financial background, asset allocation, and current expenses, including a net worth of about 1.7 million dollars. The group addresses retirement projections along with potential risks of retiring in a down market and the importance of having a conti…

1
When to Quit on Projects or Blog – Lauren Hunter – DS579 1:03:28

2M ago1:03:28

1:03:28

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 h…

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When to Quit on Projects or Blog - Lauren Hunter - DS579 1:03:28

2M ago1:03:28

1:03:28

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 h…

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Reflecting On 15 Months Of Early Retirement – Elizabeth | MHFI 281 56:24

2M ago56:24

56:24

Doug chats with his wife Elizabeth about her first year (and few months) of retirement while answering questions from the Facebook group. They also discuss a post from Instagram called “The 6 Luxuries of Life”. Questions answered: James C – How has the amount of time you spend managing your finances changed since retirement? Michael H – How did you…

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How to earn $500/month? I'm not sure... DS 578 23:11

3M ago23:11

23:11

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! Also, check out: MileHighFi Etsy Join My Email list More with Doug: Mile High FiBy Doug Cunnington, PMP

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How to earn $500/month? I’m not sure… DS 578 23:11

3M ago23:11

23:11

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! Also, check out: MileHighFi Etsy Join My Email list More with Doug: Mile High FiBy Doug Cunnington, PMP

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Issues With “Die With Zero” & Small-Cap Value – Karsten Jeske (Big ERN) | MHFI 280 1:11:21

3M ago1:11:21

1:11:21

Doug chats with Karsten Jeske (aka Big ERN) about his journey to early retirement, living frugally yet enjoying luxuries like travel, and the balance between saving & spending effectively. Karsten provides his thoughts on the book “Die With Zero”, analyzing its advice on spending & saving in retirement, and highlighting potential issues within its …

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You Should Spend More (Probably) – Frank Vasquez | MHFI 279 1:23:01

3M ago1:23:01

1:23:01

Doug chats with Frank Vasquez from the Risk Parity Radio Podcast about his extensive investing experience while offering insights into balancing life after achieving Financial Independence. Frank discusses the importance of intentional spending, significance of meaningful relationships, psychology behind saving and spending, how to diversify invest…

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Copyright Claims, New Music, Beer – DS576 31:30

3M ago31:30

31:30

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 Pr…

1
Copyright Claims, New Music, Beer - DS576 31:30

3M ago31:30

31:30

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 Pr…

1
Procrastination Podcast @ 10,000 ft (Mailbag) [rebroadcast] | MHFI 278 1:01:44

3M ago1:01:44

1:01:44

Doug and Carl answer mailbag questions in this Taylor Swift-infused episode from Leadville, CO. Questions answered: Does it ever get any easier to ride the market swings mentally? How would you reallocate your investments if there were no tax implications? What did Doug’s (and Carl’s) parents do right? Do you wish you had taken a gap year or had a …

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Should I Call Out the Scammers? DS575 | Doug.Show 24:06

3M ago24:06

24:06

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…

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Early Retirement Nightmare: Retiring Into a Bear Market | MHFI 277 50:23

3M ago50:23

50:23

Doug chats with David about his recent transition into retirement amidst a fluctuating stock market environment. David shares his decision to sell a significant portion of his portfolio near the market’s recent bottom, discussing the impact of market volatility on his investment decisions and the balance between seeking peace of mind and maximizing…

1
Do Affiliate Links Work Anymore – DS574 29:59

3M ago29:59

29:59

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…

1
Do Affiliate Links Work Anymore - DS574 29:59

3M ago29:59

29:59

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…

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Mr. Money Mustache: Financial Strategies, Happiness, & Lifestyle Choices [bonus] MHFI 276.5 1:00:09

4M ago1:00:09

1:00:09

Mr. Money Mustache, Pete Adeney, and Doug discuss the nuances of early retirement, staying financially agile, and how small lifestyle adjustments can make a big impact. The conversation also explores personal growth, meaningful living, and the joy of communal activities. Join the Mile High FI Club – It’s the email list! Get MHFi Merch – It helps su…

1
Why are Timeshares Horrible? | MHFI 276 57:14

4M ago57:14

57:14

Doug chats with both his dad and Chris Rusin about timeshares and each of their experiences with them. They explore the aggressive sales tactics often used, financial pitfalls, hidden fees, the dubious resale market, harsh realities of escalating maintenance fees, and ultimately selling a timeshare. They also highlight tactics for surviving timesha…

1
How to Innovate – DS573 20:02

4M ago20:02

20:02

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. Also, check out: MileHighFi Etsy Join My Email list More with Doug: Mile High Fi Contact me. Ask Questions! Send me an email here: [email protected] Leave a voicemail: (406) 813-…

1
How to Innovate - DS573 20:02

4M ago20:02

20:02

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. Also, check out: MileHighFi Etsy Join My Email list More with Doug: Mile High Fi Contact me. Ask Questions! Send me an email here: [email protected] Leave a voicemail: (406) 813-…

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Credit Card Points, Doug’s Cognitive Meltdown, Saying NO! [rebroadcast] | MHFI 275 1:01:33

4M ago1:01:33

1:01:33

Doug and Dusti Young chat about a potpourri of topics on this random episode: Credit card points – which cards Doug & Dusti each have, hoarding points Cognitive biases – loss aversion, sunk cost, maximization (optimizing) vs. satisficing Having a hard time saying NO Note: This is a rebroadcast of MHFI episode 178 Do you like the podcast and want to…

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High-Ticket Sales Funnels [Sonora Guitar Intensive] DS572 56:08

4M ago56:08

56:08

I ramble about Sonora Guitar Intensive sales funnel and my experience with high-ticket music mentorship programs. And highlights on adjusting my podcast setup. 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: M…