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Dear Therapists with Lori Gottlieb and Guy Winch

Dear Therapists with Lori Gottlieb and Guy Winch

iHeartPodcasts 81 episodes Latest May 26, 2026

Lori Gottlieb and Guy Winch, both therapists and advice columnists, bring the therapy experience to listeners. Each week, they feature real, unscripted sessions with everyday people, offering concrete advice and following up to see how it went. The podcast aims to help listeners learn about themselves through others' struggles and growth.

Episodes

Encore: S02 Ep 14 - Paul’s Inappropriate Boss Jun 9, 2026 2813 Hey, Fellow Travelers. This week we’re in session with Paul whose boss texts him at all hours and doesn’t seem to respond to his attempts to set boundaries with her. We help him to see that this pattern has come up in his life before, and offer him a way to take back his agency.If you have a dilemma you’d like to discuss with us—big or small—email us at LoriAndGuy@iHeartMedia.com.Follow us both on
Encore: S02 Ep 13 - Audrey’s Narcissistic Ex-Husband Jun 2, 2026 3932 Hey, Fellow Travelers. This week we’re in session with Audrey, who seven years after divorcing a man she believes is narcissistic, has not yet moved on with her life. Her ex-husband is now getting remarried and she wonders why she has been unable to find a new relationship herself and why she might be pushing away men who seem to care about her.If you have a dilemma you’d like to discuss with us—b
Encore: How to Emotionally Free Yourself May 26, 2026 3232 Hey, Fellow Travelers. This week we’re checking in with Elena, Libby, Liam, and Haley for an update since their sessions with us last year. All of them were grappling with how to free themselves--from a person, situation, or their own problematic beliefs--and we think you’ll be inspired by hearing what’s happened in their lives since then.If you have a dilemma you’d like to discuss with us—big or
Encore: S02 Ep 11 - Lauren’s Sexual Shame May 19, 2026 3147 Hey, Fellow Travelers. This week we’re in session with Lauren, a woman in her 50s who feels shame and embarrassment about her limited sexual and romantic experience. We help her recognize the real reasons she felt unable to have sex for so many years and how those same dynamics are still holding her back.If you have a dilemma you’d like to discuss with us—big or small—email us at LoriAndGuy@iHeart
Encore: S02 Ep 10 - Mark’s Romantic Dilemma May 12, 2026 3553 Hey, Fellow Travelers. This week we’re in session with Mark, who is dealing with a lot of regret after losing the woman he loves. He wonders if he might be able to get her back now that he is working on the issues that caused her to leave, and we help him navigate a path forward.If you have a dilemma you’d like to discuss with us—big or small—email us at LoriAndGuy@iHeartMedia.com.Follow us both o
Encore: S02 Ep 9 - Wendy’s Ruptured Friendship May 5, 2026 3181 Hey, Fellow Travelers. This week we’re in session with Wendy, who wonders whether a childhood friendship is worth saving after some conflict. We help her to move out of her comfort zone and tendency toward avoidance by opening up some difficult conversations she’s never had before--not just with her friend, but also with her husband.If you have a dilemma you’d like to discuss with us—big or small—
Encore: Family Struggles: How We Move Through Them Apr 28, 2026 2591 Hey, Fellow Travelers. This week our theme is family struggles and we’re catching up with Molly, Lenny, Christine, and Shannon from Season 1. We’ll hear how they’ve moved forward in their challenging family dynamics since our original sessions--and how you can apply their experiences to your own family situations too.If you have a dilemma you’d like to discuss with us—big or small—email us at Lori
Encore: S02 Ep 7 - Emma’s Unavailable Men Apr 21, 2026 3996 Hey, Fellow Travelers. This week we’re in session with Emma, who wants to break her pattern of being drawn to older, unavailable men. We help her to see how her fear of rejection and loss after her father’s death serves to keep her safe but actually leaves her quite lonely.   If you have a dilemma you’d like to discuss with us—big or small—email us at LoriAndGuy@
Encore: S02 Ep 6 - Carol and Michelle’s Mother-Daughter Conflict Apr 14, 2026 3872 Hey, Fellow Travelers. This week we’re in a mother-daughter couples session with Carol and Michelle, who have a long history of tension in their relationship. We help them explore the deeper issues underlying Carol’s sense of having done her best for her daughter despite suffering from depression, and Michelle’s sense of not being seen and heard by her mom.If you have a dilemma you’d like to discu
Encore: S02 Ep 5 - Nicole’s Family Divorce Apr 7, 2026 3414 Hey, Fellow Travelers. This week we’re in session with Nicole, whose parents are getting divorced after nearly 40 years of marriage and is surprised to find that she has a lot of feelings about this, despite being an adult with a husband and kids of her own. We help her to see that her role as the unofficial family mediator is holding her back--and has been for many years.If you have a dilemma you
Encore: S02 Ep 4 - What We’ve Learned about Love Mar 31, 2026 2607 Hey Fellow Travelers. This week we’re checking in with Shrina, Priscilla, Allison, and Jeff from Season 1 to find out what’s happened in their lives since their sessions with us last year, how they’ve been dealing with the issues we discussed, and the unexpected ripple-effects of the advice we gave them.If you have a dilemma you’d like to discuss with us—big or small—email us at LoriAndGuy@iHeartM
Encore: S02 Ep 3 - Diane’s Infertility Struggle Mar 24, 2026 3678 Hey, Fellow Travelers! This week we're in session with Diane, who has been struggling with pregnancy loss and infertility as she and her husband try to have a second child. She wonders how to deal with her grief, the envy and guilt she feels about friends' and family's pregnancy announcements, and what it means that she and her husband are dealing with this rollercoaster of emotions so differently

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