This is a special compilation devoted to reinvention: how to shed an identity that no longer fits, decide on a new chapter, navigate uncertainty, and commit to what’s next.
This episode is brought to you by:
How to Reinvent Yourself and Make Bold Moves — Decisive Stories from Matthew McConaughey, Steve Young, Samin Nosrat, and More
Listen to this episode on Apple Podcasts, Spotify, Overcast, Podcast Addict, Pocket Casts, Castbox, YouTube Music, Amazon Music, Audible, or on your favorite podcast platform.
Connect with Matthew McConaughey:
Website | X | Facebook | Instagram
Matthew’s appearance on the podcast: 474
Connect with Steve Young:
HGGC | Forever Young Foundation | X | Instagram
Steve’s appearance on the podcast: 847
Connect with Lori Gottlieb:
Website | Ask the Therapist Column (NYT) | X | Facebook | Instagram
Lori’s appearance on the podcast: 415
Connect with Suleika Jaouad:
Website | X | Facebook | Instagram
Suleika’s appearance on the podcast: 516
Connect with Samin Nosrat:
Website | Facebook | Instagram
Samin’s appearance on the podcast: 339
Connect with Martine Rothblatt:
United Therapeutics Corporation | X | Instagram
Martine’s appearance on the podcast: 487
Connect with Debbie Millman:
Website | Design Matters Podcast | X | Facebook | Instagram
Debbie’s appearances on the podcast: 472, 304, 230, 214
“Fuck the bucks, I’m going for the experience. If I read a role that shakes me in my boots, and challenges the vitality that I feel in my own real life, and challenges me, the man I am in my own real life, that’s what I’m going after.”
— Matthew McConaughey
“What I’ve learned about transition [is] that everyone … needs to recognize and treat it like a death, to mourn it and go through all the steps of mourning it and burying it and actually having it as a place that you can keep referring to as almost like a grave site. Because otherwise you carry it around and you never transition.”
— Steve Young
“Thinking about death makes us happier. I don’t mean dwelling — just acknowledging it. Just acknowledging that life has a 100 percent mortality rate and most of us don’t know how or when we’re going to die.”
— Lori Gottlieb
“Recovering wasn’t about a return to the old. It was a brute, terrifying act of discovery.”
— Suleika Jaouad
“Now that I know what’s possible — negatively and also positively — I know what to ask for and I know how to articulate that.”
— Samin Nosrat
“What I didn’t know, I just kept going backwards in academia, backwards in learning or pedagogia, until I would even get to a high school level textbook that would explain something. And I said, ‘Okay, I get that.’ And I kept taking notes and just educated myself night after night until I learned everything I needed to know.”
— Martine Rothblatt
“Write this day, this one day, 10 years from now. What does your whole day look like? Start from the minute you wake up, brush your teeth, have your coffee or tea, all the way through until when you tuck yourself in at night. What is that day like for you? Dream big. Dream without any fear. Write it all down. You don’t have to share it with anyone other than yourself. Put your whole heart into it and write like there’s no tomorrow. Write like your life depends on it because it does. And then, read it once a year and see what happens. It’s magic.”
— Debbie Millman
Want to hear another episode with someone who walked away at the top to reinvent himself? Listen to my conversation with author, entrepreneur, and one-time circus clown Derek Sivers, in which we discussed selling CD Baby and giving the proceeds to charity, the joys of an un-optimized life, finding paths less traveled, taking giant leaps, the wisdom of quitting when you’re ahead, picking the right game of life, why saying “good enough” can be a superpower, and much more.
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