Dear Therapists with Lori Gottlieb and Guy Winch

Dear Therapists with Lori Gottlieb and Guy Winch

I’m Lori Gottlieb, author of Maybe You Should Talk To Someone. And I’m Guy Winch, author of Emotional First Aid. We’re both advice columnists, TED speakers, and of course therapists in clinical practice who want to bring the lessons of the therapy room outside the therapy room… to all of you. Each week on DEAR THERAPISTS, we invite you to be a fly-on-the-wall in these personal, raw, transformative sessions with everyday people and then hear what happens when we give concrete, actionable advice and have them report back to let us know how things went after the session ended. We’re sharing these real sessions because we believe that everyone can benefit from hearing how people just like them get through their struggles and grow and change. So sit back and come into the therapy room with us… and prepare to learn a lot about yourself in the process.

Episodes

August 4, 2026 67 mins

This week we’re in session with Lily and Nathan, who fell madly in love after their midlife divorces. We help them navigate a toxic ex-spouse who’s not happy about their upcoming marriage and is making their lives miserable.

If you have a dilemma you’d like to discuss with us—big or small—email us at LoriAndGuy@iHeartMedia.com.

Follow us both online:

LoriGottlieb.com and on Twitter @LoriGottlieb1 an...

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This week we’re in session with Adam, who struggles to trust himself and set boundaries in his relationships. We help him to see how his avoidance is related to unprocessed grief from his childhood and then take steps toward a new 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 online:

LoriGottlieb.com and on Twitter @Lo...

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Hey, Fellow Travelers. We wrap up Season 2 with a beautiful session with Doug, who is finally in a healthy, loving relationship after the breakup of a long-term relationship that left some emotional scars. We help him to understand why intimacy is so scary for him, the impact his earlier romantic relationship had on him, and how he can be vulnerable in his current relationship in order to feel safe and cared for. 

And some exci...

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Hey, Fellow Travelers. This week we’re in session with Zoey, whose resentment of her financially successful brother threatens to tear their relationship apart. We explore the impact of their difficult childhood on their relationship as adults, and the meaning that money has taken on given their history.

If you have a dilemma you’d like to discuss with us—big or small—email us at LoriAndGuy@iHeartMedia.com.

Fol...

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Hey, Fellow Travelers. This week, we’re bringing you a live episode in partnership with Avid Bookshop in Athens, Georgia. First we’ll take you behind the scenes of the podcast, then we’ll answer a few listener letters about everything from family boundaries and avoidance to exes and fear of commitment… and offer our advice on the spot!

If you have a dilemma you’d like to discuss with us—big or sm...

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Hey, Fellow Travelers. This week we’re in session with Hilary, who has been in recovery for nine years for alcohol and drug addiction after working through her traumatic childhood. Since then, she has become an addiction counselor, but recently she’s concerned that she has developed a shopping addiction and seeks our help to get things back on track.

If you have a dilemma you’d like to discuss with us—big or ...

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Hey, Fellow Travelers. This week, we’re checking in with Savannah, Ryan and Beth, Danica, and Amy to hear how our sessions have impacted their lives since we last spoke. All of them had trouble communicating with someone--a spouse, sibling, boyfriend--about an important issue in their relationships, and if you’ve been avoiding having a hard but necessary conversation (especially one that involves setting some boundaries...

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Hey, Fellow Travelers. This week we’re in session with Melissa, who has trouble identifying her emotions until they all pour out at once, leaving her kids and husband scared and confused. We help Melissa to get in touch with her feelings and use them to form stronger, healthier relationships with her family--and herself.

If you have a dilemma you’d like to discuss with us—big or small—email us at LoriAndGuy@i...

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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 online:

...

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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—big or small&mdash...

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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 small...

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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@iHeartMedia.com.

F...

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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 online:

LoriG...

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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—email...

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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 Lor...

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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@iHeartMedia.com.

Follow us both online:

...

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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 discuss with us&...

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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’d like to discuss with...

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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@iHeart...

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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.

If you have a dilemma you’d ...

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