Love, Loss, and the road to a purposeful life w/ John Gillen

In this episode of Failing Up, I sit down with John Gillen, Co-Founder of True Capital, to talk about love, grief, ambition, and endurance. We explore why marrying for “logistics” is a trap, the real psychology behind heartbreak, how to tell whether ambition comes from passion or avoidance, and why love doesn’t have to be romantic to be meaningful.Follow Us On IG: https://www.instagram.com/failinguppp/?hl=enListen on Spotify: https://open.spotify.com/show/3KMsmkqvycGgoXZDjoM6Py?si=6e40e75d54374c08Listen On Apple Podcasts: https://podcasts.apple.com/us/podcast/failing-up/id1771458449TIMESTAMPS:00:00 — Introduction01:00 — Marrying for love and potential vs. “logistics”11:00 — How to parse through relationship advice18:30 — Lessons from previous relationships21:30 — You can’t shortcut your way to a purposeful life24:30 — The psychology and science behind breakup pain30:30 — “I will love again. I will live again.”35:00 — Love doesn’t have to be romantic39:45 — Building a gratitude practice48:00 — Ambition: avoidance vs. passion56:00 — Detaching from outcomes1:00:00 — You are capable of endurance and suffering1:05:00 — Grief is learning how to walk with a limp