Mile High FI Podcast

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

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 Desi...

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 into his recent post-retirement life from navigating personal challenges to the role of intentional living. 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 Budgets Are Sexy ChooseFI local groups Derek Sivers Tim Ferriss, “The 4-Hour Workweek” Kindle Hardcover Paperback Audiobook EconoMe Conference 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 4:35 Overcoming financial struggles 11:41 Climbing out of debt & making changes 17:17 Dealing with professional identity 22:04 Catching the real estate bug 31:10 Real estate disaster stories 37:20 Future real estate plans 44:17 Thoughts on college  52:05 A rich mindset & financial stages 59:24 Current expenses 1:04:32 9 to FI podcast 1:09:55 Soundcheck – HOAs

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 &amp...

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 &...

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 managing professional identity post-retirement.  Jillian also offers practical tips from her new book ‘Retire Often’ and discusses the importance of being prepared for the emotional and practical adjustments that come with early retirement. 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 Jillian: Retire Often Website Book Purchasing Link Free Opt-In Worksheets: Planning Negotiating Afford Anything, “Mini-Retirements Are the New Early Retirement – with Mom of Six, Jillian Johnsrud” 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 1:11 Journey to early retirement & work-life balance 9:52 Testing retirement 14:15 Challenges of early retirement 20:24 Professional identity & personal value 29:29 Not as important as you think 33:57 The Messy Kitchen 38:51 Importance of rest & avoiding burnout 43:15 Retire Often 48:28 Soundcheck – Walking challenge

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 – R...

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 an experiment or a permanent thing? What’d you learn from the experience? At age 50 plus, what are you focusing on for your health and fitness besides biking and eating healthy? What things are you working on these days that light you up? What’s your current stance and practice on charitable giving? MMM charitable links: Notes on Giving Away my First $100,000 How to Give Money (and Get Happiness) More Easily Do you wish you lived a less frugally when you were younger? What’s the biggest project that you’ve taken yourself and how did that go? And any advice for people that wanna do more repairs and improvement projects on their own? Asked During the Conversation Can you imagine working for someone else again? Or why not? (Doug to Pete) Are there any other electric cars that are worth considering? (This was part of Neil’s longer question about buying a Tesla.) —- 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   00:00 Welcome to the Mile High Five Podcast 00:30 Introversion vs. Extroversion: A Personal Journey 02:59 The Power of Mental Framing 05:36 Snowbirding to Arizona: Pete’s Experience 09:04 Health and Fitness at 50: Weight Training and More 11:15 The Benefits of Cold Plunges and Saunas 17:27 Sleeping Tips: Earplugs and Vulnerability 21:42 Current Projects and Passions 26:08 The Tesla Controversy: To Buy or Not to Buy? 27:36 Tesla: The Ultimate Hybrid 27:5...

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

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 retiri...

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 financial recommendations.  He also addresses the controversial topic of investing in small-cap value stocks and analyzes historical performance.  And of course, Doug & Karsten chat about a delicacy called asparagus. 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 Need 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 Karsten: Early Retirement Now blog Twitter/X Facebook Early Retirement Now, “How useful is the “Die With Zero” retirement approach? – SWR Series Part 60” Early Retirement Now, “Can we increase the Safe Withdrawal Rate with Small-Cap Value Stocks? – SWR Series Part 62” Early Retirement Now, “Small-Cap Value Stocks: Diversification or Di-WORSE-fication? Bill Perkins, “Die With Zero” Kindle Hardcover Paperback Audiobook Paul Merriman 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 Af...

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 investments to secure a sustainable future, and giving back.  Doug & Frank also dive into a listener’s question about managing financial decisions during market volatility. 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 Need 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 Risk Parity Radio Podcast Fundamentals of risk-parity style investing: Episode 1 (Introduction) Episode 3 (History and Development of Risk Parity) Episode 5 (History and Development of Risk Parity) Episode 7 (Three Principles) Episode 9 (Choosing Investments) The Father McKenna Center Entrepreneurship for All (EforAll) Frank’s 10-Year Mortality Probability Chart David on MHFI episode 277 Early Retirement Now, “Using Gold as a Hedge against Sequence Risk – SWR Series Part 34″ 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 info...

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 little more fun when you were young? Experiences at CampFI? Thoughts on imposter syndrome? Note: This is a rebroadcast of MHFI episode 177 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 Need 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 Brian Feroldi David Baughier NoCo Mustachians FinTalks 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 7:21 The Taylor Swift situation 13:39 Question – Riding the market swings 21:21 Question – Investment reallocation 27:26 Question – Parental influence 31:46 Question – Taking a gap year  38:14 Thoughts on CampFI 43:39 Moving beyond FI 47:11 Question – Imposter syndrome 52:13 A perfect writing retreat 59:10 Soundcheck – Leadville

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 returns.  He also shares reflections on market timing, portfolio allocation, the importance of planning and adapting to financial uncertainties, and adjusting to life post-retirement. Do you like the podcast and want to support the show?  Follow the link to find out how: https://milehighfi.com/support/ Need a fee only advisor?  Nectarine is a network of financial advisors where you just pay for investing & planning advice. Advisors don’t manage your money, sell products, or earn commissions. https://milehighfi.com/nectarine 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 David Email: davidrmoser@gmail.com LinkedIn The New Yorker, “The Scold” (Mr. Money Mustache profile) JL Collins, “The Simple Path to Wealth” Kindle Hardcover Paperback Audiobook Morgan Housel 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 2:39 David’s financial journey 6:50 Future plans & investment decisions 13:06 This time is different 19:28 Keeping cash on-hand & withdrawing 27:53 Portfolio d...

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 support the show. Get t-shirts & more 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 **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 00:00 Introduction and Welcome 00:54 Changing Perspectives: Pete’s New Outlook 02:37 Neighborhood Qualities and Preferences 05:04 Transition to One Car Lifestyle 09:33 Financial Strategies and Roth Conversions 24:28 Tracking Happiness and Meaning 30:18 Helping a Friend with a Basement Project 30:33 Jam Sessions at the Coworking Space 31:17 Balancing Productivity and Relaxation 32:21 Cooking and Socializing 33:07 Coaching Experiences and Financial Advice 37:31 Bootcamp and Email Series 42:06 Podcast Sponsorship and Recommendations 48:30 Live Streams and Community Engagement 49:23 Balancing Financial Goals with Living Intentionally 51:25 Parenting and Frugal Activities 55:08 Final Thoughts

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 timeshare presentations and explore how timeshares may fit into broader financial strategies. 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 Need 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 Chris Chris Rusin Music Chris Rusin YouTube Life Outside the Maze Chris Rusin on MHFI episode 020 Chris Rusin on MHFI episode 273 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 2:43 A masterclass in sales 8:18 Analyzing the value of timeshares 15:14 Timeshare memories with Doug’s dad 21:10 The sales process 28:42 Maintenance fees & freebies 34:42 Getting rid of timeshares 41:31 Pros and cons 46:18 Opportunity cost of owning a timeshare 54:39 Soundcheck – Horseback riding

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 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 Need 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 Dusti: Instagram Facebook ChooseFI Travel Rewards Steven Keys (Trip of a Lifestyle) on The Doug Show Barry Schwartz, “The Paradox of Choice” Kindle Hardcover Paperback Audiobook Logan Ury, “How to Not Die Alone” Kindle Hardcover Paperback Audiobook Derek Sivers, “Hell Yeah or No” Kindle Hardcover Paperback Audiobook SideDish podcast 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....

Doug chats with JL Collins and Jillian Johnsrud about the concept of mini-retirements and how they fit into the journey of Financial Independence.  JL shares experiences of taking multiple mini-retirements throughout his career, the benefits of these breaks, and the importance of not letting money become your master.  He also touches on the updated edition of “The Simple Path to Wealth” and offers advice on investing, maintaining motivation, and the evolving nature of career paths.  Jillian introduces her upcoming book “Retire Often”, which provides a framework for integrating mini-retirements into one’s life and how these breaks can contribute to long-term wealth building and life satisfaction. 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 Need 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 Come hang out with Doug at CampFI Week 1.5, Mon July 7, 2025 – Thurs July 10, 2025: https://campfi.org/event/campfi-rm-250707/ Links JL’s blog JL Collins, “The Simple Path to Wealth” Kindle Hardcover Paperback Audiobook JL’s guest post on Mr. Money Mustache, “It has Never Been About Retirement” Jillian’s website, Retire Often Jillian’s book, “Retire Often” 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 1:55 Retire Often 11:16 FU Money & Seasons of Life 19:23 JL’s 1st mini-retirement 28:21 Negotiating career breaks & their benefits 38:04 The importance of attitude 43...

Doug chats with Chris Rusin, “The Indiana Jones of FI”, about his journey after reaching FI, the transition from a corporate career to personal passion projects, and the challenges associated with leaving a professional identity behind.  Chris shares his experiences in tackling a bucket list, the fear of failure, and his battle with cancer, which reshaped his perspective on life goals.  He also dives into his latest venture — recording a music album! Do you like the podcast and want to support the show?  Follow the link to find out how: https://milehighfi.com/support/ Use code MILEHIGHFI at GhostBed checkout for an additional 10% Off Already Low Prices! June 25, 2025 Livestream: https://youtube.com/live/LX9a2Caw-Gs Come hang out with Doug at CampFI Week 1.5, Mon July 7, 2025 – Thurs July 10, 2025: https://campfi.org/event/campfi-rm-250707/ Links Connect with Chris Chris Rusin Music Chris Rusin YouTube Life Outside the Maze Chris Rusin on MHFI episode 020 Bucketlist.com Ernest Becker, “The Denial of Death” Kindle Hardcover Paperback Audiobook Duff McKagan, “It’s So Easy” Kindle Hardcover Paperback Audiobook 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 2:28 Bucket lists & facing fears 8:02 Reflections on mortality & life’s priorities 16:13 Musical endeavors 22:15 Personal growth 28:17 The creative process & finding identity 36:56 Transitioning to new roles & challenges 45:21 Teaching & unplugging 52:43 Joy of collaboration 57:43 Soundcheck – Music 1:03:44 Chris Rusin, Cinders

Doug chats with Rusty about the mental and emotional aspects of committing to leaving traditional work, focusing on mindset and building an identity outside of professional life.  They discuss the challenges of transitioning from being highly productive to a more relaxed lifestyle, the importance of taking all allotted vacation time, and asking for what you want from your employer.  Rusty also touches on mental health therapies such as body-based trauma therapy and somatic therapy as tools for coping with the stress and trauma associated with demanding careers. Do you like the podcast and want to support the show?  Follow the link to find out how: https://milehighfi.com/support/ Use code MILEHIGHFI at GhostBed checkout for an additional 10% Off Already Low Prices! June 2025 Livestreams: https://youtube.com/live/d2lTp4FMe4A?feature=share Come hang out with Doug at CampFI Week 1.5, Mon July 7, 2025 – Thurs July 10, 2025: https://campfi.org/event/campfi-rm-250707/ Links Rusty on MHFI episode 252 Bessel van der Kolk, “The Body Keeps the Score” Kindle Hardcover Paperback Audiobook Feel Better, Live More podcast Gabor Mate “When the Body Says No” Hardcover Paperback Audiobook Russell Kennedy “Anxiety Rx” Kindle Hardcover Paperback Audiobook 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 1:55 Identity & career transition 6:21 Mindset shift 11:35 Building an identity separate from work 16:59 Productivity 24:00 Importance of taking vacation 30:18 Traveling & cultural perspectives on work 38:06 Recurring dreams & nightmares 43:33...