DiscoverMile High FI PodcastProcrastination Podcast @ 10,000 ft (Mailbag) [rebroadcast] | MHFI 278
Procrastination Podcast @ 10,000 ft (Mailbag) [rebroadcast] | MHFI 278

Procrastination Podcast @ 10,000 ft (Mailbag) [rebroadcast] | MHFI 278

Update: 2025-07-29
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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 little more fun when you were young?

  • Experiences at CampFI?

  • Thoughts on imposter syndrome?


Note: This is a rebroadcast of MHFI episode 177


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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

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Procrastination Podcast @ 10,000 ft (Mailbag) [rebroadcast] | MHFI 278

Procrastination Podcast @ 10,000 ft (Mailbag) [rebroadcast] | MHFI 278

Doug Cunnington & Carl Jensen