Mile High FI Podcast

Doug Cunnington & Carl Jensen
undefined
Oct 14, 2025 • 1h

Early Retirement After Big Law: World Travel & Self Discipline - Monica | MHFI 289

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 having a working partner while being retired. Do you like the podcast and want to support the show?  Follow the link to find out how: https://milehighfi.com/support/ Curious to know exactly what products Doug uses?  Check out his Amazon lists below. *Affiliate links below, so if you buy something or spend money, we might earn a commission. That helps the show and doesn’t cost you anything extra. Thank you! Guitar Accessories Hiking & Outdoor Essentials for Sleep Want to order MHFI stickers/temporary tattoos or create your own custom stickers?  Of course you do!  We ALL do!  Order them here using our affiliate link so that we might earn a commission: https://www.stickermule.com/dougcunnington Links Connect with Monica: Instagram LinkedIn Downshift Financial Bill Perkins, “Die With Zero” Kindle Hardcover Paperback Audiobook MHFI Facebook group Doug’s site Check out Producer Chris’s blog: Epic Financial Journey — Join the Mile High FI Club – It’s the email list! Get MHFi Merch – It helps support the show. Get t-shirts & more **Disclaimer: The podcast is for informational purposes. Maybe entertainment but we won’t even make such a claim. You shouldn’t take the info as financial, legal, or tax advice. We aren’t certified financial planners or advisors. We’re not qualified for much. So get advice from professionals.** Brought To You By: The Doug Show, aka Affiliate Marketing & Side Hustles Email the show: doug@milehighfi.com 0:00 Introduction 3:59 Immigrating to the US & financial upbringing 8:45 Starting to invest 15:33 Transitioning out of law 20:45 Other’s reaction to early retirement 24:56 Productivity & open space 30:58 Cancer diagnosis & recovery 35:21 Self-discipline coaching 39:22 Changing expenses & travel 48:59 Balancing a relationship & retirement 54:36 Soundcheck – Fitness goals
undefined
Oct 7, 2025 • 1h 16min

From $240K in Debt to Early Retirement at Age 48 - Josh (Part 2) | MHFI 288

Doug continues his conversation with Josh Epley (9 to FI podcast) about life after early retirement.  Josh discusses how he spends his time, the challenges & surprises of early retirement, and the importance of having hobbies & goals.  He also shares his experiences with managing his workload, the benefits of being flexible, starting new activities like running, and the launch of his new podcast “9 to FI”.  Do you like the podcast and want to support the show?  Follow the link to find out how: https://milehighfi.com/support/ Curious to know exactly what products Doug uses?  Check out his Amazon lists below. *Affiliate links below, so if you buy something or spend money, we might earn a commission. That helps the show and doesn’t cost you anything extra. Thank you! Guitar Accessories Hiking & Outdoor Essentials for Sleep Want to order MHFI stickers/temporary tattoos or create your own custom stickers?  Of course you do!  We ALL do!  Order them here using our affiliate link so that we might earn a commission: https://www.stickermule.com/dougcunnington Links 9 to FI podcast Stuck In Beta podcast EconoMe Conference Cal Newport, “Slow Productivity” Kindle Hardcover Paperback Audiobook Cal Newport, “Deep Work” Kindle Hardcover Paperback Audiobook Cal Newport ChooseFI local groups CampFI FinCon MHFI Facebook group Doug’s site Check out Producer Chris’s blog: Epic Financial Journey — Join the Mile High FI Club – It’s the email list! Get MHFi Merch – It helps support the show. Get t-shirts & more **Disclaimer: The podcast is for informational purposes. Maybe entertainment but we won’t even make such a claim. You shouldn’t take the info as financial, legal, or tax advice. We aren’t certified financial planners or advisors. We’re not qualified for much. So get advice from professionals.** Brought To You By: The Doug Show, aka Affiliate Marketing & Side Hustles Email the show: doug@milehighfi.com 0:00 Introduction 6:15 Balancing structure vs. free time 14:15 Pressure to make money in retirement 21:08 Designing a new schedule 26:17 Slow productivity & experimenting 31:59 Running 40:38 Launching a new podcast: 9 to FI 46:22 Engaging with pockets of the FI community 52:00 Scheduling & the art of saying no 59:43 Leaving open space 1:07:10 Soundcheck – FinCon
undefined
11 snips
Sep 30, 2025 • 1h 18min

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

In this engaging discussion, Josh Epley, an early retiree and real estate investor, shares his inspiring journey from $240K in debt to achieving a multimillion-dollar net worth. He highlights the power of budgeting and real estate investing, detailing how he transformed his financial life. Josh also reflects on the emotional challenges of flipping properties, the significance of intentional living post-retirement, and the practical advice he's gleaned along the way. Plus, he introduces his new podcast aimed at supporting others in navigating their own financial transitions.
undefined
Sep 23, 2025 • 57min

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

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 experience at the Hoffman Process and how it helped him work through personal issues and redefine his identity beyond his career. Do you like the podcast and want to support the show?  Follow the link to find out how: https://milehighfi.com/support/ Curious to know exactly what products Doug uses?  Check out his Amazon lists below. *Affiliate links below, so if you buy something or spend money, we might earn a commission. That helps the show and doesn’t cost you anything extra. Thank you! Guitar Accessories Hiking & Outdoor Essentials for Sleep Want to order MHFI stickers/temporary tattoos or create your own custom stickers?  Of course you do!  We ALL do!  Order them here using our affiliate link so that we might earn a commission: https://www.stickermule.com/dougcunnington Links Brad Finley Instagram EconoMe Conference Diania Merriam on MHFI episode 199 Hoffman Process Thomas Stanley & William Danko, “Millionaire Next Door” Kindle Hardcover Paperback Audiobook Jillian Johnsrud, Retire Often VICE, “The Superhuman World of Wim Hof: The Iceman” MHFI Facebook group Doug’s site Check out Producer Chris’s blog: Epic Financial Journey — Join the Mile High FI Club – It’s the email list! Get MHFi Merch – It helps support the show. Get t-shirts & more **Disclaimer: The podcast is for informational purposes. Maybe entertainment but we won’t even make such a claim. You shouldn’t take the info as financial, legal, or tax advice. We aren’t certified financial planners or advisors. We’re not qualified for much. So get advice from professionals.** Brought To You By: The Doug Show, aka Affiliate Marketing & Side Hustles Email the show: doug@milehighfi.com 0:00 Introduction 1:29 Brad’s journey to early retirement 7:30 Discovering the FIRE movement 12:54 Identity crisis & keeping busy 19:03 Stand-up comedy 22:46 The Hoffman Process 27:42 Planning for life after retirement 34:39 Finding structure & hobbies 41:33 Building social connections 46:35 Identity & journaling 52:40 Soundcheck – National parks
undefined
Sep 16, 2025 • 1h 14min

Backpacking, Beer, and Global Adventures after FI - Jackie & Jacob | MHFI 285

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 financial mistakes they’ve made along the way while providing tips & advice for others who may want to follow a similar path in life. Do you like the podcast and want to support the show?  Follow the link to find out how: https://milehighfi.com/support/ Curious to know exactly what products Doug uses?  Check out his Amazon lists below. *Affiliate links below, so if you buy something or spend money, we might earn a commission. That helps the show and doesn’t cost you anything extra. Thank you! Guitar Accessories Hiking & Outdoor Essentials for Sleep Want to order MHFI stickers/temporary tattoos or create your own custom stickers?  Of course you do!  We ALL do!  Order them here using our affiliate link so that we might earn a commission: https://www.stickermule.com/dougcunnington Links Connect with Jackie & Jacob: Get Lost Blue blog Get Lost Blue YouTube Instagram Get Lost Blue favorite YouTube videos: “Extreme hiking in ARGENTINA, PATAGONIA region – Nahuel Huapi National Park outside of Bariloche” “Colorado Beer! Brewery crawl in LONGMONT on a rainy night.” David on MHFI 277, “Early Retirement Nightmare: Retiring Into a Bear Market” JL Collins, “The Simple Path to Wealth” Kindle Hardcover Paperback Audiobook MHFI Facebook group Doug’s site Check out Producer Chris’s blog: Epic Financial Journey — Join the Mile High FI Club – It’s the email list! Get MHFi Merch – It helps support the show. Get t-shirts & more **Disclaimer: The podcast is for informational purposes. Maybe entertainment but we won’t even make such a claim. You shouldn’t take the info as financial, legal, or tax advice. We aren’t certified financial planners or advisors. We’re not qualified for much. So get advice from professionals.** Brought To You By: The Doug Show, aka Affiliate Marketing & Side Hustles Email the show: doug@milehighfi.com 0:00 Introduction 3:20 Discovering Financial Independence  9:39 Embracing FI & making changes 15:36 Flexibility & dealing with uncertainty 23:26 Mindset adjustments 28:08 Backpacking adventures 34:43 Mistakes & lessons learned 38:11 Reverse robbed 46:39 Blogging & YouTube 53:33 Brewery visits & Mexican residency 58:01 Decumulation in early retirement 1:03:59 International travel tips & advice 1:08:41 Soundcheck – Longmont brewery crawl
undefined
12 snips
Sep 9, 2025 • 53min

Retire Often: Mastering the Art of Mini Retirements - Jillian Johnsrud | MHFI 284

Jillian Johnsrud, a writer who achieved financial independence at 32, shares her transformative journey. She discusses the concept of mini retirements as a way to test retirement living and the essential preparations needed for a smooth transition. Jillian opens up about the psychological hurdles of shifting from employment to self-employment, emphasizing the importance of redefining personal value. She shares practical tips from her book, 'Retire Often,' highlighting the need for emotional readiness and the significance of rest in crafting a fulfilling lifestyle.
undefined
Sep 2, 2025 • 58min

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

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 topics such as partner dynamics amongst FI couples, challenges & rewards of embracing frugality, and the power of community building & relationships. Do you like the podcast and want to support the show?  Follow the link to find out how: https://milehighfi.com/support/ Curious to know exactly what products Doug uses?  Check out his Amazon lists below. *Affiliate links below, so if you buy something or spend money, we might earn a commission. That helps the show and doesn’t cost you anything extra. Thank you! Guitar Accessories Hiking & Outdoor Essentials for Sleep Want to order MHFI stickers/temporary tattoos or create your own custom stickers?  Of course you do!  We ALL do!  Order them here using our affiliate link so that we might earn a commission: https://www.stickermule.com/dougcunnington Links CampFI Pete Adeney/Mr. Money Mustache MUSTACHIANISM – The Music Video! Kristen Knapp/FI Friends Travel NoCo/SoCo Mustachians Roxanne/FinanceRox Bill Perkins, “Die With Zero” Kindle Hardcover Paperback Audiobook ChooseFI Local Groups MHFI Facebook group Doug’s site Check out Producer Chris’s blog: Epic Financial Journey — Join the Mile High FI Club – It’s the email list! Get MHFi Merch – It helps support the show. Get t-shirts & more **Disclaimer: The podcast is for informational purposes. Maybe entertainment but we won’t even make such a claim. You shouldn’t take the info as financial, legal, or tax advice. We aren’t certified financial planners or advisors. We’re not qualified for much. So get advice from professionals.** Brought To You By: The Doug Show, aka Affiliate Marketing & Side Hustles Email the show: doug@milehighfi.com 0:00 Introduction 3:16 Cheap vs. frugal 11:07 Getting out of the cheap mindset 16:54 Amanda – First CampFI experience 24:10 Amanda – Partner dynamics & power of community 30:29 Tyler –  SoCo Mustachians 35:26 Tyler – FI meetups 41:48 Roxanne – Journey to Lean FI 49:50 Roxanne – Stand-up comedy 53:37 Soundcheck – Roxanne’s stand-up set
undefined
14 snips
Aug 29, 2025 • 54min

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

Mr. Money Mustache, a financial independence advocate and popular blogger, shares insights on life after 50, emphasizing fitness and health through weight training and unconventional practices like sauna use. He discusses his shift in mindset on frugality, reflections on charity, and the balance between enjoying life and being prudent. The conversation touches on his experiences living in Arizona, the allure of Tesla amidst controversies, and personal projects that ignite his passion. Practical tips and heartfelt stories make this a lively and engaging listen.
undefined
Aug 26, 2025 • 48min

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

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 contingency plan.  Beyond money, they talk about the psychological and lifestyle adjustments that come with early retirement, including how to fill one’s time meaningfully, potential lifestyle changes, and the importance of staying engaged and balanced. Note: This is a rebroadcast of MHFI episode 098 Do you like the podcast and want to support the show?  Follow the link to find out how: https://milehighfi.com/support/ Curious to know exactly what products Doug uses?  Check out his Amazon lists below. *Affiliate links below, so if you buy something or spend money, we might earn a commission. That helps the show and doesn’t cost you anything extra. Thank you! Guitar Accessories Hiking & Outdoor Essentials for Sleep Want to order MHFI stickers/temporary tattoos or create your own custom stickers?  Of course you do!  We ALL do!  Order them here using our affiliate link so that we might earn a commission: https://www.stickermule.com/dougcunnington Links MHFI Facebook group Doug’s site Check out Producer Chris’s new blog: Epic Financial Journey — Join the Mile High FI Club – It’s the email list! Get MHFi Merch – It helps support the show. Get t-shirts & more **Disclaimer: The podcast is for informational purposes. Maybe entertainment but we won’t even make such a claim. You shouldn’t take the info as financial, legal, or tax advice. We aren’t certified financial planners or advisors. We’re not qualified for much. So get advice from professionals.** Brought To You By: The Doug Show, aka Affiliate Marketing & Side Hustles Email the show: doug@milehighfi.com 0:00 Introduction 3:54 Background & discovering FIRE 6:55 Steve’s financial situation 12:38 Separate finances 21:36 Considerations for withdrawing money 28:35 Exploring hobbies & passion projects 35:52 Community & networking 44:32 Soundcheck – Shaving
undefined
Aug 19, 2025 • 56min

Reflecting On 15 Months Of Early Retirement - Elizabeth | MHFI 281

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 get so lucky to end up with Doug?  What would you tell another wife that is similarly worried about lack of regular paychecks?  Did April’s quick downturn scare you? Sheila A – Does Elizabeth think she should have quit even earlier? Todd N – Anything she would have done differently in the past 6 months? James T – What did Doug say or what life changes convinced you to take the plunge? Seth E – What are some of the unexpected benefits that’s she’s experienced since retiring? Cait Y – Are you enjoying your time or do you miss the structured work week? Diania – How do you manage so much time together? Or do you have enough independent interests that you have enough space from each other? Do you like the podcast and want to support the show?  Follow the link to find out how: https://milehighfi.com/support/ Curious to know exactly what products Doug uses, including his beloved shade umbrella?  Check out his Amazon lists below. *Affiliate links below, so if you buy something or spend money, we might earn a commission. That helps the show and doesn’t cost you anything extra. Thank you! Guitar Accessories Hiking & Outdoor Essentials for Sleep Shade Umbrella Want to order MHFI stickers/temporary tattoos or create your own custom stickers?  Of course you do!  We ALL do!  Order them here using our affiliate link so that we might earn a commission: https://www.stickermule.com/dougcunnington Links Elizabeth on MFHI episode 212 Dr. Amy Shah, “The 6 Luxuries of Life” MHFI Facebook group Doug’s site Check out Producer Chris’s new blog: Epic Financial Journey — Join the Mile High FI Club – It’s the email list! Get MHFi Merch – It helps support the show. Get t-shirts & more **Disclaimer: The podcast is for informational purposes. Maybe entertainment but we won’t even make such a claim. You shouldn’t take the info as financial, legal, or tax advice. We aren’t certified financial planners or advisors. We’re not qualified for much. So get advice from professionals.** Brought To You By: The Doug Show, aka Affiliate Marketing & Side Hustles Email the show: doug@milehighfi.com 0:00 Introduction 5:20 Question – Managing finances 9:20 Question – April’s downturn 14:44 Question – Lack of regular paychecks 18:44 Question – Quit sooner or done anything different? 23:00 Question – Unexpected benefits of retiring 31:19 Question – Doing one thing a day 35:27 Question – Managing time together 41:19 The 6 luxuries of life 45:31 Rushing vs. control over time 51:11 Soundcheck – Victor

The AI-powered Podcast Player

Save insights by tapping your headphones, chat with episodes, discover the best highlights - and more!
App store bannerPlay store banner
Get the app