352 episodes
- Doug chats with Bill Yount (Catching Up to FI) about the reality of pursuing FIRE: nobody does it perfectly. They discuss mistakes each of them made before and after their “financial wake-up calls,” including lack of money education, lifestyle inflation, bad insurance policies, debt, real estate blunders, predatory advisors, and the struggle to shift from aggressive saving to spending in retirement.
Do you like the podcast and want to support the show? Follow the links to find out how:
https://buymeacoffee.com/milehighfi
https://milehighfi.com/support/
Links
Catching Up to FI
Catching Up to FI Facebook group
Mr. Money Mustache, “The 4% Rule: The Easy Answer to “How Much Do I Need for Retirement?”
Altruist wealth platform
Monarch Money
Bill Perkins, “Die With Zero”
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
0:46 Meet Bill Yount
6:13 Meet Doug Cunnington
13:11 Lack of a money foundation
19:16 Whole life insurance policies
25:36 Professional advisors vs. DIY
31:03 Benefits of working with an advisor
39:11 Housing mistakes
47:36 Over-saving & learning to spend
53:23 Selling at the market bottom
56:51 The Fog of FI - Doug, Pete Adeney (Mr. Money Mustache), and Rox Duckels (FinanceRox) answer audience questions live at CampFI Rocky Mountain. The trio tackles topics such as financial strategies for younger generations, attracting younger audiences to FIRE, the most valuable self-investments, the real value of factoring Social Security into a FIRE plan, smooth transition strategies out of the workplace, and how to embrace idleness & art after reaching Financial Independence.
Do you like the podcast and want to support the show? Follow the links to find out how:
https://buymeacoffee.com/milehighfi
https://milehighfi.com/support/
Links
Pete Adeney/Mr. Money Mustache
Mr. Money Mustache, “The Shockingly Simple Math Behind Social Security”
The FI Collective
Connect with Rox
FinanceRox website
Instagram
YouTube
F.I.ne Art Collective Sign up (w/ JD Roth)
CampFI
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
2:11 Young adults & FIRE
7:03 Acquiring skills & raising kids
12:59 Social Security & spouses
20:49 Advice for recent retirees
27:49 Transitioning from work to retirement
36:16 AI vs. FIRE
41:48 Surprises after reaching FIRE
46:05 FIRE topics we miss
53:02 Soundcheck – I forgot - Mr. Money Mustache & I answer a listener question about how a family can best transition to Wife FI! You can get your question on the show by recording a voice memo and emailing me.
Get priority by supporting the show via Buy Me a Coffee. It’s listener supported with no ads.
Follow the link to find out how: https://milehighfi.com/support/
I put together the MMM episode guide: Mr. Money Mustache Episode Guide & Index
Links
Pete Adeney/Mr. Money Mustache
MHFI episode 305, “Mr. Money Mustache Explores Pop Culture Through the Lens of FIRE”
JL Collins, “The Simple Path to Wealth”
Email the show: doug@milehighfi.com
0:00 Introduction
0:56 Planning for Wife FI
4:33 Cash cushion debate
11:30 Listener update
14:34 Margin loans Identifying & Overcoming Cognitive Biases in the FIRE Community (Live CampFI) | MHFI 334
25/08/2026 | 1h 7 mins.Doug reunites with Carl at CampFI to chat about cognitive biases in the FIRE community – psychological shortcuts and blind spots that influence financial decisions, spending habits, and mindsets. The pair are joined by Kristen Knapp (FI Friends Travel) & Amberly Grant (FinTalks) to explore how our brains can get in the way of building a fulfilling 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
Carl Jensen/1500 Days to Freedom
Kristen Knapp/FI Friends Travel
Amberly Grant
CampFI
The FI Collective
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
4:24 Recency bias
11:01 Navigating market downturns
15:11 Arrival fallacy
23:17 Happiness, community, & fulfillment
30:09 Anchoring
37:47 Ultra frugality & finding deals
45:27 Confirmation bias
52:38 Beyond the FI echo chamber
1:04:46 Soundcheck – FIRE pickup lines- Do you like the podcast and want to support the show?
Referenced Mad Fientist: Decade of Freedom
**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@milehighfi.com
00:00 asset driven lifestyle creep
03:57 decumulation
07:35 overoptimizing and simplicity
12:16 reviews & support
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About Mile High FI Podcast
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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