Best Doug Cunnington Podcasts (2025)

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Finding Identity & Purpose In Semi-Retirement- Justin David Carl | MHFI 297 1:13:36

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3h ago1:13:36

1:13:36

Doug chats with Justin David Carl (Fit Rich Life) about his journey from being deep in debt to achieving FI. Justin shares his experience leaving a high-earning sales job and the burnout he faced, followed by how he started the Fit Rich Life podcast & coaching and dealt with the psychological challenges of early retirement. He also shares some of t…

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Balancing SEO, KDP Books, & AI Tools | Shawna Newman | DS594 47:28

2h ago47:28

47:28

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 com…

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Mr. Money Mustache: Living a Good Life, Finding Identity & Purpose | MHFI 296 1:08:42

3d ago1:08:42

1:08:42

Doug chats with Pete Adeney, Mr. Money Mustache, about how to ensure a good life by tracking daily habits while comparing Cal Newport’s “The Good Life Algorithm” to Pete’s own Badassity-tracking system. They discuss the concept of shifting identities after retirement, emphasize the importance of finding purpose beyond traditional work roles, and th…

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Goal: Publish 100 Videos | Jesse Lakes | DS593 22:54

4d ago22:54

22:54

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 Welcome00:20 Discussing Jesse’s New Book00:30 Diving into Video Production02:06…

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The Why of FI: Finding Purpose After Retiring Early – Chris Luger | MHFI 295 1:14:20

10d ago1:14:20

1:14:20

Doug chats with Chris Luger (Heavy Metal Money) about his path to retiring early at age 50. Chris shares his journey to financial literacy, changes he made since discovering FI, the impact of his career in tech, and experience investing in real estate. He also discusses the importance of finding purpose, how he’s balanced passions & activities afte…

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Don't Use AI Too Much - DS592 31:28

11d ago31:28

31:28

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 Also, check out: MileHighFi Etsy Join My Email list More with Doug: Mile High Fi Con…

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Don’t Use AI Too Much – DS592 31:28

11d ago31:28

31:28

I talk about why I’m using AI less. Yes, I sound like an old man yelling at kids to get off my yard. BUT hear me out! Get the FREE eBook (First $1k from Cody Berman) 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 podc…

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Mr. Money Mustache Reveals Major HQ News | MHFI 294 38:43

21d ago38:43

38:43

Doug chats with Pete Adeney, Mr. Money Mustache, about exciting changes at the MMM Headquarters in Longmont, Colorado. Originally envisioned as a coworking space, the HQ is being rebranded to better reflect its true nature as a vibrant social club. Pete covers the origin story of the HQ, the decision to shift direction, opportunities for increased …

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Evolution of WordPress, AI Trends, YouTube | Alex Cooper-WPEagle – DS591 52:11

18d ago52:11

52:11

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 …

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Evolution of WordPress, AI Trends, YouTube | Alex Cooper-WPEagle - DS591 52:11

18d ago52:11

52:11

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 …

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Corporate Life to Self-Employment | MHFI 293 32:16

24d ago32:16

32:16

JT interviews Doug at FinCon 2025 in Portland about his entrepreneurial journey after leaving the corporate world, detailing his move into self-employment, affiliate marketing, and content creation. Doug discusses how he transitioned from management consulting to becoming a content creator, exploring his initial ventures, the creation of his keywor…

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Make $1000/month ASAP | DS590 55:46

28d ago55:46

55:46

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. Also, check out: MileHighFi Etsy Join My Email list More with Doug: Mile High Fi 00:00 Intro01:20 Travel Ad…

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From $1.7M to $2.5M Net Worth, But Still Not Retiring – Steve | MHFI 292 42:44

1M ago42:44

42:44

Doug reconnects with Steve, a previous guest, for an update on the past few years of his financial journey, including a net worth increase from $1.7 million to $2.5 million. Despite his financial success, Steve grapples with balancing work, family, and personal identity, contemplating a future shift towards more meaningful, public service-oriented …

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Mastering Amazon Associates in 2025-26 DS589 39:28

1M ago39:28

39:28

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 – smalle…

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

1M 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

1M 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

2M 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

2M 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

2M 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

2M 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

2M 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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Project Management Tips and Avoiding Burnout – DS586 23:03

2M 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

2M ago1:15:55

1:15:55

By Doug Cunnington & Carl Jensen

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Creating Content with Purpose - DS585 21:41

2M 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…

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Creating Content with Purpose – DS585 21:41

2M 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

2M 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

2M 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

2M 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

2M 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

2M 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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Niche Sites, Vibe Coding, Real talk - Jason Paul Hendricks - DS583 51:29

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

3M 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

3M 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

3M 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

3M 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

3M 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…

1
Saying NO, Feedback, and F.I.R.E – DS581 39:36

3M 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

3M 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

3M 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

3M 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
Mr. Money Mustache: Tesla, Health at 50, Passions & Projects [bonus] MHFI 282.5 54:10

3M 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

3M 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…

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

3M 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

3M 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

4M 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…