logo
episode-header-image
Nov 2023
33m 38s

Cheryl Strayed on embracing the gray are...

iHeartPodcasts
About this episode

Author, advice columnist, and all-around badass Cheryl Strayed joins Brooke for a wide-ranging conversation about parenting, childhood poverty, and what it means to be rich in love. Cheryl gets candid about the years leading up to her famous trek on the Pacific Crest Trail, and shares why she’s in need of another life-changing journey. Plus, the one thing Cheryl keeps in mind whenever she gives advice.

See omnystudio.com/listener for privacy information.

Up next
Oct 2023
How Sarah Silverman changed comedy’s boy’s club
Actress and comedian Sarah Silverman bonds with Brooke over their own parents' "sick" sense of humor, and discusses how her struggle with bedwetting as a kid made her less afraid of bombing onstage. Sarah also talks about the comedy boy’s club of the '90s, the evolution of her ow ... Show More
31m 8s
Oct 2023
Why Willie Geist is the anti-Anchorman
Brooke’s good friend and long-lost brother Willie Geist (Morning Joe, Sunday Today) joins the pod and shares the ways in which living in the South for 10 years changed his worldview, the moment he got (and then subsequently lost) a dream job, and what his father’s Parkinson’s dia ... Show More
30m 29s
Dec 2023
Katie Couric on shaking the morning show stigma
Legendary broadcast journalist Katie Couric joins our final episode to share lessons she's learned from her extraordinary career. Katie tells Brooke how she responded when CNN’s president questioned her talent, what she took from her history-making turn at CBS Evening News, and h ... Show More
33m 37s
Recommended Episodes
Dec 2017
Cheryl Strayed: Brave Enough
The New York Times best-selling author Cheryl Strayed talks to Oprah about her book "Brave Enough," a collection of her own quotes, which Cheryl describes as a "mini instruction manual for the soul." Cheryl also says the book urges readers toward their own "incredible capacity fo ... Show More
28m 9s
Apr 2025
Super Soul Special: Cheryl Strayed: Brave Enough
Original Air Date: December 4, 2017 The New York Times best-selling author Cheryl Strayed talks to Oprah about her book "Brave Enough," a collection of her own quotes, which Cheryl describes as a "mini instruction manual for the soul." Cheryl also says the book urges readers towa ... Show More
28m 9s
Feb 2021
Design Matters with Debbie Millman: Cheryl Strayed
Debbie Millman talks to author Cheryl Strayed about her childhood, career and the value of taking a very long hike. Listen and subscribe to "Design Matters" and more podcasts from the TED Audio Collective at audiocollective.ted.com. Hosted on Acast. See acast.com/privacy for more ... Show More
57m 9s
Aug 2019
Oprah and Cheryl Strayed: Regret and Forgiveness
In a live interview, Oprah sits down with New York Times best-selling author Cheryl Strayed. As a part of her “Path Made Clear” book tour, Oprah is joined on stage by this special guest, who impacted her journey, for a unique one-on-one conversation. Oprah and Cheryl discuss the ... Show More
12m 12s
Jun 2022
Super Soul Special: Oprah and Cheryl Strayed: Regret and Forgiveness
Original Air Date: Aug 28, 2019In a live conversation, Oprah sits down with New York Times best-selling author Cheryl Strayed. As a part of her “Path Made Clear” book tour, Oprah is joined on stage in front of a live audience by this special guest for a unique one-on-one conversa ... Show More
12m 12s
Jan 2019
Cheryl Strayed: “Wild”
New York Times best-selling author Cheryl Strayed reflects on her soul-stirring memoir “Wild: From Lost to Found on the Pacific Crest Trail.” Filled with honesty, raw emotion and breathtaking moments, the book outlines the events that led Cheryl to embark on an 1,100 mile solo hi ... Show More
1h 4m
Jul 2019
Cheryl Strayed: The Humble Journey to Greatness
In a live appearance at UCLA’s Royce Hall, New York Times best-selling author Cheryl Strayed explains why you shouldn't let your dreams get in the way of achieving your goals. Cheryl says at the age of 33, she rented a cottage in the town of Sheffield, Massachusetts, hoping to fi ... Show More
25m 3s
Nov 2024
Embracing Your Crone Age with Cheryl Strayed
Best selling author and advice columnist Cheryl Strayed isn’t looking back. She’s taking a front seat to her post menopause years so much so that she’s given it a name — the “crone age.” Cheryl shares why she’s excited about this next stage of her life and what she’s learned from ... Show More
39m 27s
May 2016
#7 Cheryl Strayed - On Writing, Quotes & Online Tribes
This is a very exciting episode for me. A bit about Cheryl: her first book Torch in 2006, her second book, the memoir Wild: From Lost to Found on the Pacific Crest Trail was published in 2012, and has been translated into more than 40 languages. It debuted at number 7 on the New ... Show More
42m 18s
Mar 2019
Home truths - trailer
People who have faced extreme hardships share their story and life learnings with Wendy Searle. Wendy speaks to people who have been bent by adversity, have faced it head-on and have come out the other side stronger. These people share how they overcame the dark times and what it ... Show More
1m 31s