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Mile High FI Podcast

Mile High FI Podcast

Doug Cunnington & Carl Jensen 334 episodes Latest Jun 2, 2026

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.

Episodes

Mr. Money Mustache: FIRE Planning & Investing | MHFI 323 Jun 9, 2026 00:46:59 Doug and Pete Adeney (Mr. Money Mustache) answer questions from the listener mailbag.  They discuss costs of raising a large family on the path to FIRE, contrast the real-world math & culture of living in Canada vs the United States, map out high net worth investing strategies for seven-figure portfolios, and dive deep into the psychology of holding
Fast-Track to Freedom: Discovering FIRE Late, But Retired in 2 Years - Jennifer (Part 2) | MHFI 322 Jun 2, 2026 00:49:51 Doug continues his conversation with Jennifer about reaching Financial Independence and subsequently retiring in about two years while living in a high cost-of-living area.  Jennifer shares the details of a car accident that served as a life-changing catalyst, her transition into early retirement, and specific technical strategies like utilizing a 72(t)
Fast-Track to Freedom: Discovering FIRE Late, But Retired in 2 Years - Jennifer (Part 1) | MHFI 321 May 26, 2026 00:42:44 Doug chats with Jennifer about reaching Financial Independence and subsequently retiring in about two years while living in a high cost-of-living area.  She shares how she discovered FI while dealing with burnout from a big-tech/creative career.  Jennifer also discusses accelerating her FI journey by overcoming lifestyle creep, tackling the “Big 3 expen
Video Games & Social Security - Mailbag with Mr. Money Mustache | MHFI 320 May 19, 2026 00:44:10 Doug and Pete Adeney (Mr. Money Mustache) answer questions from the listener mailbag.  They discuss the benefits & timing of claiming Social Security and address criticism of prior comments about video games.  Pete also provides an update on recent lifestyle changes, including insight into his personal spending & annual expenses. Do you like the
Working When It's Optional - Carla & Robert | MHFI 319 May 12, 2026 01:09:58 Doug chats with Carla & Robert about life after their 2019 sabbatical – including observations, lessons learned, and how they currently handle a “working when it’s optional” lifestyle.  They discuss how to deal with boredom vs. the need to be productive, the importance of community, health/fitness motivation, the joys of discovering new hobbies, opp
Permission to Spend: From Frugality to Value-Based Purchases - Amberly Grant | MHFI 318 May 5, 2026 01:25:24 Doug chats with Amberly Grant (FinTalks) about how their views & mindsets around frugality have evolved and share recent spending decisions, especially around travel and “quality of life” purchases.  They discuss the changing psychology of spending as income grows and the practical value of “removing negatives” from life. Do you like the podcast and
Optimizing the Last Year of Work Before Retirement - Rusty (Part 2) | MHFI 317 Apr 28, 2026 01:06:57 Doug continues his conversation with Rusty about how to optimize the final year before (early) retirement.  They discuss using debt responsibly, leveraging home equity & securities-backed lines of credit to maintain cash flow, navigating the complexities of post-retirement healthcare, and managing emotional & practical withdrawal strategies. Do
Optimizing the Last Year of Work Before Retirement - Rusty (Part 1) | MHFI 316 Apr 21, 2026 01:11:44 Doug chats with Rusty about how to optimize the final year before (early) retirement, emphasizing the critical distinction between “one more year syndrome” vs. a calculated final year and how working a little longer can lower withdrawal rates & reduce sequence-of-returns worry.  They compare quitting to being fired or laid off and highlight some pot
Drawdown Strategies & Spending in Early Retirement - Fritz Gilbert | MHFI 315 Apr 14, 2026 00:57:05 Doug and co-host Kristen Knapp chat with Fritz Gilbert (The Retirement Manifesto) at the EconoMe Conference about various drawdown strategies and spending in early retirement.  Fritz describes how he personally implements a “bucket strategy” approach to withdrawing money by setting up a monthly “paycheck”, how decumulation differs from accumulation, and
Is the 4% Rule Bad Advice? - Mark Trautman | MHFI 314 Apr 7, 2026 00:52:18 Doug chats with Mark Trautman (Mark’s Money Mind) about the relevance of The 4% Rule in modern retirement planning.  They explore whether it remains a solid “north star” for those in the accumulation phase or if it has become an outdated guideline that potentially hinders retirees from living their best lives.  Mark also shares his personal transition f
A Story About My Mom Apr 6, 2026 00:08:23 Support the Pancreatic Cancer Action Network, PanCan, for the PurpleStride. Donate here PurpleStride is an inspiring event for anyone who has been affected by pancreatic cancer. We are raising funds to ensure vital research continues and free resources are made available to all who need them. We’ll be at the Dallas event (PurpleStride) DFW. If the this
Retirement Readiness & Car Ownership - Mailbag with Mark Trautman | MHFI 313 Mar 31, 2026 00:54:51 Doug and Mark Trautman (Mark’s Money Mind) answer questions from the listener mailbag.  They discuss how to prepare for retirement, building social connections beyond work, psychological shifts of leaving a career, strategies for “manufacturing” a retirement paycheck, how to navigate the changing landscape of car ownership (buying vs. leasing), and the

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