Mile High FI Podcast

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...

Doug chats with Producer Chris about the identity crisis that often accompanies early retirement and the practicality of meal planning vs. food delivery services. They discuss how careers often shape one’s identity and the challenges some people face when stepping away from their professional life. They also explore the convenience and impact of food delivery, home cooking, and personal shopping preferences. Do you like the podcast and want to support the show?  Follow the link to find out how: https://milehighfi.com/support/ 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 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 2:53 Chris’s lost identity 9:15 Doug’s career reflections 18:26 Grocery & food delivery 22:57 Grocery shopping preferences 29:56 Soundcheck – Never again

Doug chats with Joe Saul-Sehy from The Stacking Benjamins Show about habits of the happiest retirees, emphasizing the importance of community engagement, purpose-driven retirement, and the perils of isolation.  Joe shares insights from his own experiences and studies, highlighting the power of connection through group memberships, volunteering, and staying engaged in meaningful activities post-retirement. 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 The Stacking Benjamins Show Joe Saul-Sehy, “Stacked” Kindle Hardcover Audiobook Afford Anything, “The Truth About Making the Efficient Frontier Work in Real Life” Christine Benz, “How to Retire” Kindle Paperback Audiobook Retiremeet Anna Corwin “Embracing Age” 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 5:17 Livestreaming! 14:10 Habits of the happiest retirees 22:16 Exploring opportunities in retirement 30:04 The power of connection 38:27 Community involvement 44:54 Finding common ground 49:21 A purpose bigger than yourself 56:27 Starting in the wrong place 1:03:12 Soundcheck – National parks

Doug chats with Rusty about the intricacies of the ‘Buy, Borrow, Die’ strategy.  They discuss the mechanics of how the strategy works, benefits, potential risks, and answer related questions from listeners Nate and Sophia.  They also answer Alex’s question from the mailbag about claiming unemployment benefits ethically and navigating asset allocation during market volatility. Rusty’s “Homework”: https://docs.google.com/spreadsheets/d/1qflSynVvMlxcBw1kkKBfG3HFQNJV05b8/edit?usp=sharing&ouid=100827824204716910905&rtpof=true&sd=true 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 NBER Working Paper Series, “Buffett’s Alpha” Mad Fientist, “How to Access Retirement Funds Early” 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 3:15 Basics steps of Buy, Borrow, Die 9:01 Mechanics & benefits of the strategy 13:51 Risks & downsides 23:18 Mathematical projections & comparisons 28:33 ACA & tax considerations 36:53 Question: Claiming unemployment 44:02 Entitlement to unemployment benefits 48:46 Question: Reallocating due to market volatility 55:55 Market predictions 1:00:14 Soundcheck – Vacation packing

Doug and Carl continue the happiness series with part 3 which is focused on cultivating a happiness mindset.  They discuss various strategies to train the brain for maximum happiness, including the role of neural responses, the negative impact of constant busyness, the crucial importance of gratitude, and how voluntary struggles contribute to a fulfilled life.  They also touch upon the pitfalls of social media and news consumption, the value of community connections, and the liberating perspective of acknowledging one’s inconsequential role in the grand scheme of things. 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! Links Mo Gawdat, “Solve for Happy” Kindle Hardcover Paperback Audiobook Hoffman Process Doug Cunnington, “7 to 8.5 Hours Every Night: How I Transformed My Life By Sleeping Better” Tim Ferriss, “The 4-Hour Workweek” Kindle Hardcover Paperback Audiobook Oliver Burkeman, “Four Thousand Weeks” 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 2:41 Happiness mindset 7:55 How FIRE can make your life worse 11:39 Importance of struggle 17:53 Activity is the key to longevity 25:26 Impact of news & social media 31:49 Gratitude & community connections 39:33 Looking at yourself 44:38 Soundcheck – Fidget Spinner