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

June 8, 2026 46 mins

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.


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LoriGottlieb.com and o...

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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—email us at LoriAnd...

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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—email us at LoriAndGuy@iH...

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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.


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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:

LoriGottlieb.com and ...

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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 us at LoriAndGuy@iHeartMe...

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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 LoriAndGuy@iHeartMedia.com.


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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.

 

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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—big or small—email u...

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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.


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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@iHeartMedia.com.


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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.


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Hey, Fellow Travelers. This week we’re in session with Jason, who still carries emotional scars from an alcoholic father who tormented him when he was a child. Now married and with children of his own, Jason is aware that his parents are aging, and wonders how to navigate these relationships while also freeing himself to enjoy the adulthood he worked so hard to create. 

 

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Hey, Fellow Travelers. Jennifer caught her fiance sending flirtatious messages to his previous girlfriend on Instagram, and feels stuck about how to address this. We help her see how her own narrative about her life is keeping her in the passenger seat and preventing her from taking charge of her decisions. 

 

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

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Hey, Fellow Travelers. When Savannah first met her husband, she knew he had a chronic illness but didn't think it would affect their lives as a young couple in love. But soon after she and her husband married, his symptoms got worse, and now she struggles to be both his caregiver and wife. We help Savannah get the support she needs and initiate the hard, honest conversations that she and her husband had both been avoiding.

We're goi...

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Hey, Fellow Travelers. Shannon spent her childhood holiday seasons listening to her divorced parents fight about who would get more time with their kids. Now 32 and a year out from her own divorce, she's dreading her first holiday season without her spouse and managing her parents' disappointment if she doesn't travel to their respective homes during COVID. We help her to see the connection between issues in her marriage and her ho...

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February 17, 2026 63 mins

Hey, Fellow Travelers. After Scott discovered his wife's affair, he wanted to save their marriage and was heartbroken when she wanted a divorce. But months later, much to Scott'ssurprise, his wife asked to come back. Now that they're together again, Scott is struggling to trust her, and we help him to ask the hard questions that he's been afraid to address.

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

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February 10, 2026 53 mins

Hey, Fellow Travelers. Danica and her two brothers grew up with parents who weren't very present, leaving the three of them to fend for themselves. But Danica and her older brother could be painfully cruel to their younger brother Blake, and as adults, Blake still feels hurt and excluded. We help Danica to revise her story about their relationship, and to begin the process of healing and repair.

If you have a dilemma you’d like to d...

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February 3, 2026 48 mins

Hey, Fellow Travelers. We’re dipping into our inbox to answer several of your questions this week, but we’re not doing it alone! For this special episode we’re joined by Jay Shetty, host of the On Purpose podcast and author of the New York Times #1 Bestseller “Think Like A Monk.” And because we couldn't resist, Jay also brings us an issue in his own life, tries out our advice, and lets us know how it all went. Consider this speed t...

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January 27, 2026 68 mins

This week, Molly has always had a critical mother, but even she was shocked when her mom blamed her for her father's recent suicide. We help Molly take the steps to separate truth from fiction and to set boundaries in her life that will free her from her mother's shackles.

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 @Lor...

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