Ep. #617 | We Answered Your Biggest Money Questions

By Jenn Pike | September 24, 2026

Listen on Apple Podcasts

Listen on Spotify

This week, Chris and I are doing something a little different. We asked our community to submit their biggest money questions, and we’re answering them — live, on the spot, with no sneak peeks at each other’s answers beforehand. It’s a fun, honest, sometimes surprising conversation about how we think about money as a couple.

In this episode, we cover:

  • A bonus question: who’s really the “authoritative one” in our relationship 
  • Whether we’d hand a 25-year-old $100K (and what parameters we’d put around it)
  • The classic debate: pay off a 3% mortgage or invest that money instead
  • Owning vs. renting a vacation property 
  • Would we give up travel for five years to retire five years earlier? (Short answer: not a chance)
  • Do we tell each other about every purchase? Plus, the early years when we were in financial survival mode
  • Lending money to family 
  • Would we buy our kids a house? What we’d actually do instead
  • The big one: would we keep working with $10 million in the bank? (Chris’s answer genuinely surprised me)
  • A personal story about my parents’ recent move at 81 and 83, and the reminder that there’s no guarantee of “the right time”

Let’s dive in!

Thank you for joining us today. If you could rate, review & subscribe, it would mean the world to me! While you’re at it, take a screenshot and tag me @jennpike to share on Instagram – I’ll re-share that baby out to the community & once a month I’ll be doing a draw from those re-shares and send the winner something special!

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Have a question? Send it over to hello@jennpike.com and I’ll do my best to share helpful insights, thoughts and advice.

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