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Mile High FI Podcast

Doug Cunnington & Carl Jensen

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Real talk about Financial Independence and life after corporate jobs. Doug Cunnington and Carl Jensen talk about FI, lifestyle, side hustles, health, and anything on their minds. Plus, they interview experts and non-experts interested in the FI lifestyle. It's raw, candid, pretty much like you get to sit in on a private conversation.
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Paleo Nerds

paleonerds

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A Paleo Nerd is a grown-up who still has the child-like wonder and love for dinosaurs, fossils, science, and paleontology. Paleo Nerds follows Alaskan artist, Ray Troll, and his friend ventriloquist David Strassman, as they host exciting interviews with paleontologists, scientists and fellow paleo nerds from around the world. They take what would’ve been a boring science class and turn it into an exciting and extremely informative party.
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My name is Doug Perry. I'm a Realtor with Property Consultants. I believe that home is more than the 4 walls you live within. It also includes neighborhood shops, restaurants, events, and organizations. I'll take you behind the scenes to meet the people and places that make the Logan Square and West Town areas home. If you'd like to keep your finger on the pulse of real estate in the Logan Square and West Town areas and hear more podcasts like this one, sign up for Market Snapshot. Just clic ...
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Bubble Trouble features conversations between economist and author Will Page and independent analyst Richard Kramer that lay out some inconvenient truths about how financial markets really work. Like the “boy who cried wolf,” financial markets have a peculiar tendency to repeat past mistakes and get themselves into “bubble trouble.” They party hard, drink too much of the Kool Aid, and wake up with a pounding hangover...only to do the same thing the next day. With tech dominating daily headli ...
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show series
 
Doug chats with Pete Adeney, Mr. Money Mustache, about how to ensure a good life by tracking daily habits while comparing Cal Newport’s “The Good Life Algorithm” to Pete’s own Badassity-tracking system. They discuss the concept of shifting identities after retirement, emphasize the importance of finding purpose beyond traditional work roles, and th…
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Doug chats with Chris Luger (Heavy Metal Money) about his path to retiring early at age 50. Chris shares his journey to financial literacy, changes he made since discovering FI, the impact of his career in tech, and experience investing in real estate. He also discusses the importance of finding purpose, how he’s balanced passions & activities afte…
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Doug chats with Pete Adeney, Mr. Money Mustache, about exciting changes at the MMM Headquarters in Longmont, Colorado. Originally envisioned as a coworking space, the HQ is being rebranded to better reflect its true nature as a vibrant social club. Pete covers the origin story of the HQ, the decision to shift direction, opportunities for increased …
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JT interviews Doug at FinCon 2025 in Portland about his entrepreneurial journey after leaving the corporate world, detailing his move into self-employment, affiliate marketing, and content creation. Doug discusses how he transitioned from management consulting to becoming a content creator, exploring his initial ventures, the creation of his keywor…
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Doug reconnects with Steve, a previous guest, for an update on the past few years of his financial journey, including a net worth increase from $1.7 million to $2.5 million. Despite his financial success, Steve grapples with balancing work, family, and personal identity, contemplating a future shift towards more meaningful, public service-oriented …
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Doug catches up with Carl at FinCon 2025 in Portland to talk about health & fitness updates. Carl shares his journey of losing weight, specifics of his workout regimen, dietary changes, and his brief use of microdosing Ozempic. Both of them discuss exercise habits, how they handle travel and exercise while on the road, and the occasional disruption…
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Doug chats with Elliot Gross (9 to FI podcast) about his path to Financial Independence. He shares how he discovered FI at age 27 and details his journey from getting out of debt to strategically positioning himself to retire early in 18 months. Elliot also discusses his detailed approach to managing finances, the milestones he hit along the way, f…
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Doug chats with Monica Levi, a former lawyer who retired early at the age of 40. She shares her journey to FI, including her immigration to the US at 17, a battle with cancer, the transition from law to becoming a self-discipline coach, and her passion for travel. Monica also delves into how she manages her time, expenses, and the challenges of hav…
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Doug chats with Josh Epley (9 to FI podcast) about his journey from $240K in debt to early retirement. Josh discusses how he and his wife managed to turn their financial lives around including challenges they faced along the way and successful strategies they implemented such as real estate investing & rigorous budgeting. Josh also shares insights …
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Doug chats with Brad Finley who is on the cusp of early retirement. Brad discusses the decision to leave his W-2 job, steps he’s taking to prepare for the transition, the emotional journey that accompanies such a significant life change, and his plans to maintain a balanced & fulfilling lifestyle post-retirement. Brad also shares his transformative…
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Doug chats with Jackie and Jacob, a couple who left their W2 jobs to pursue Financial Independence and extensive travel adventures. They discuss traveling in South America, living a minimalist lifestyle, navigating challenges of geo-arbitrage, and how they manage finances while optimizing for travel & embracing flexibility. They also share financia…
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Doug chats with Jillian Johnsrud about all-things mini retirement including preparation, challenges, and key insights. They explore how to test what retiring might look like through sabbaticals and mini retirements, touch on the importance of adapting to a new lifestyle, and address common issues that arise, such as maintaining productivity and man…
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Doug chats with a variety of guests at CampFI Rocky Mountain Week 1.5 including Pete Adeney (Mr. Money Mustache), Kristen Knapp (FI Friends Travel), and camp attendees Amanda, Tyler, & Roxanne. Pete & Kristen delve into the distinction between being cheap and frugal, sharing personal anecdotes and philosophies. The conversation shifts into other to…
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Mr. Money Mustache joins me to answer YOUR questions. It’s part 2 so if you missed part 1, check it out from July 18, 2025. If you dig the show, see ways to support mile high FI since we’re ad-free. Questions… [time stamps below] What have you changed your mind on? Is Pete still Snowbirding to Arizona in the winters down to cul-de-sac? And was that…
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Doug and Carl chat with listener Steve to review his plans for early retirement. Steve discloses his financial background, asset allocation, and current expenses, including a net worth of about 1.7 million dollars. The group addresses retirement projections along with potential risks of retiring in a down market and the importance of having a conti…
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Doug chats with his wife Elizabeth about her first year (and few months) of retirement while answering questions from the Facebook group. They also discuss a post from Instagram called “The 6 Luxuries of Life”. Questions answered: James C – How has the amount of time you spend managing your finances changed since retirement? Michael H – How did you…
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Doug chats with Karsten Jeske (aka Big ERN) about his journey to early retirement, living frugally yet enjoying luxuries like travel, and the balance between saving & spending effectively. Karsten provides his thoughts on the book “Die With Zero”, analyzing its advice on spending & saving in retirement, and highlighting potential issues within its …
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Doug chats with Frank Vasquez from the Risk Parity Radio Podcast about his extensive investing experience while offering insights into balancing life after achieving Financial Independence. Frank discusses the importance of intentional spending, significance of meaningful relationships, psychology behind saving and spending, how to diversify invest…
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Doug and Carl answer mailbag questions in this Taylor Swift-infused episode from Leadville, CO. Questions answered: Does it ever get any easier to ride the market swings mentally? How would you reallocate your investments if there were no tax implications? What did Doug’s (and Carl’s) parents do right? Do you wish you had taken a gap year or had a …
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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…
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Mr. Money Mustache, Pete Adeney, and Doug discuss the nuances of early retirement, staying financially agile, and how small lifestyle adjustments can make a big impact. The conversation also explores personal growth, meaningful living, and the joy of communal activities. Join the Mile High FI Club – It’s the email list! Get MHFi Merch – It helps su…
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Doug chats with both his dad and Chris Rusin about timeshares and each of their experiences with them. They explore the aggressive sales tactics often used, financial pitfalls, hidden fees, the dubious resale market, harsh realities of escalating maintenance fees, and ultimately selling a timeshare. They also highlight tactics for surviving timesha…
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Doug and Dusti Young chat about a potpourri of topics on this random episode: Credit card points – which cards Doug & Dusti each have, hoarding points Cognitive biases – loss aversion, sunk cost, maximization (optimizing) vs. satisficing Having a hard time saying NO Note: This is a rebroadcast of MHFI episode 178 Do you like the podcast and want to…
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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 e…
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Ray and Dave explore jaws, fins and fossil fish while tracing the deep origins of vertebrate life with Dr. Michael Coates, Vertebrate Paleontologist and Chair of Organismal Biology and Anatomy Professor at the University of Chicago.By paleonerds
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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 re…
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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 …
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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 fo…
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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 …
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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…
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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 fulf…
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Doug and Carl continue the happiness series with part 2 which is focused on the concept of finding purpose in life. They discuss the benefits of preparing for retirement by building a rich life outside of work, taking sabbaticals, and conducting small experiments to explore new hobbies and interests. They also talk about the importance of community…
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Doug and Carl kick-off a multi-part series focused on happiness. They discuss various elements of happiness including definitions, why it’s important, genetic & activity-based components of happiness, routines, the impact of jobs, mindset, and happiness by subtraction. They also provide practical tips for fostering happiness, emphasizing that happi…
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Doug chats with Brian Feroldi about Warren Buffett’s famous investing principles. Brian discusses key Buffett investment criteria including understanding businesses, long-term prospects of a business, management integrity, financial metrics/health, and the importance of checklists. He also shares his personal investment experiences and lessons lear…
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Doug chats with Jess and Corey from The Fioneers about their unique paths to Financial Independence, the Slow FI and Coast FI concepts, how their views on spending have evolved over the years, content creation, and balancing work with building a fulfilling life. The group provides thoughts and advice in response to a listener email about reaching F…
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JT and Doug talk about reading and books… Win a ticket to CampFI Rocky Mountain – Week 1 Ticket (2025) Support the Show (and get exclusive content!) Check out the Mile High FI Store… Outro music is a bastardization of Cry, Moan, & Wail by Marc Ford. Super cool blues chord progression… Join the Mile High FI Club – It’s our email list! doug@milehighf…
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Doug chats with David & Jill at the EconoMe Conference about their pursuit of Financial Independence. David shares his background growing up with a scarcity mindset, the accidental path to FI, his recent mini-retirement, experience quitting alcohol, and a newfound passion for stand-up comedy. Jill discusses her middle-class upbringing, balancing he…
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Doug chats with Producer Chris about a variety of topics including irrational money fears, why people commonly talk about their work in social settings, and what their day-to-day lives look like in early retirement. They explore common financial anxieties such as the fear of running out of money and how past experiences shape these fears. They shar…
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Doug and Carl chat about some questions that listener Austin submitted regarding early retirement and withdrawal strategies. They explore the nuances of early retirement, discussing happiness, daily life, and responsible financial drawdowns. They also address withdrawal strategies, including rental properties, index funds, automated transfers, tax …
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Doug and Mark Trautman discuss a listener question regarding whether it’s better to pay off a low-interest mortgage (2.5%) or invest the money instead. They explore various strategies, including the psychological benefits of paying off a mortgage, the financial returns of investing, and a hybrid approach to manage risks. They also delve into the hi…
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Doug chats with Mark Trautman about non-frugal habits and some recent “fancy” spending that both of them have indulged in. They delve into the concept of easing away from frugality, the ‘fun bucket’ for guilt-free spending, and psychological tricks to spend more comfortably while also touching upon practical tips for managing money and making thoug…
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