Dear Therapists with Lori Gottlieb and Guy Winch cover

Dear Therapists with Lori Gottlieb and Guy Winch

iHeartPodcasts

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.

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.

Encore: Lauren’s Sexual Shame One Year Later

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Encore: Lauren’s Sexual Shame One Year Later 03 Nov 2026

This week we’re checking in with Lauren, who came to us feeling a lot of shame around her lack of sexual experience, to hear how she’s doing one year later. 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 and Instagram @lorigottlieb_author GuyWinch.com and on Twitter @GuyWinch and Instagram @Guy Winch Learn more about your ad-choices at https://www.iheartpodcastnetwork.com See omnystudio.com/listener for privacy information. See omnystudio.com/listener for privacy information.

Encore: S03 Ep 14 - Anna and Chris’ Marital Betrayal 27 Oct 2026

This week we’re in session with Anna and Chris, a young married couple who came to us after Anna, who is pregnant with their first child, discovered that Chris had been lying to her. We show them how to rebuild trust and avoid this kind of deception going 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 @LoriGottlieb1 and Instagram @lorigottlieb_author GuyWinch.com and on Twitter @GuyWinch and Instagram @Guy Winch Learn more about your ad-choices at https://www.iheartpodcastnetwork.com See omnystudio.com/listener for privacy information. See omnystudio.com/listener for privacy information.

Encore: S03 Ep 13 - Melanie’s Difficult Mother 20 Oct 2026

This week we’re in session with Melanie, who wonders if it’s possible to interact with her mother in adulthood in a way that won’t cause so much pain. 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 and Instagram @lorigottlieb_author GuyWinch.com and on Twitter @GuyWinch and Instagram @Guy Winch Learn more about your ad-choices at https://www.iheartpodcastnetwork.com See omnystudio.com/listener for privacy information. See omnystudio.com/listener for privacy information.

Encore: Melissa’s Stifled Emotions One Year Later 13 Oct 2026

This week we’re checking in with Melissa, who had trouble tolerating her children’s emotions, to hear how she’s doing one year later 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 and Instagram @lorigottlieb_author GuyWinch.com and on Twitter @GuyWinch and Instagram @Guy Winch Learn more about your ad-choices at https://www.iheartpodcastnetwork.com See omnystudio.com/listener for privacy information. See omnystudio.com/listener for privacy information.

Encore: Doug’s Fear of Intimacy One Year Later 06 Oct 2026

This week we’re checking in with Doug, who struggled with a fear of intimacy after an emotionally scarring relationship, to hear how he’s doing one year later. 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 and Instagram @lorigottlieb_author GuyWinch.com and on Twitter @GuyWinch and Instagram @Guy Winch Learn more about your ad-choices at https://www.iheartpodcastnetwork.com See omnystudio.com/listener for privacy information. See omnystudio.com/listener for privacy information.

Encore: S03 Ep 10 - Kayla’s Toxic Relationship 29 Sep 2026

This week we’re in session with Kayla, who’s engaged to a wonderful man but still carries scars from a disturbing relationship she had years ago that is affecting her ability to get close with her fiance. 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 and Instagram @lorigottlieb_author GuyWinch.com and on Twitter @GuyWinch and Instagram @Guy Winch Learn more about your ad-choices at https://www.iheartpodcastnetwork.com See omnystudio.com/listener for privacy information. See omnystudio.com/listener for privacy information.

Encore: S03 Ep 9 - Sandra and Kim’s Family Secret 22 Sep 2026

This week we’re in session with sisters Sandra and Kim, who discover a family secret that their parents held for sixty years. We help them to process the news and communicate with their mother, who still feels shame and resistance around sharing the truth. 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 and Instagram @lorigottlieb_author GuyWinch.com and on Twitter @GuyWinch and Instagram @Guy Winch Learn more about your ad-choices at https://www.iheartpodcastnetwork.com See omnystudio.com/listener for privacy information. See omnystudio.com/listener for privacy information.

Diane’s Infertility Struggles One Year Later 15 Sep 2026

This week we’re checking in with Diane, who came to us while struggling with the emotional fallout from pregnancy loss, to hear how she’s doing one year later. 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 and Instagram @lorigottlieb_author GuyWinch.com and on Twitter @GuyWinch and Instagram @Guy Winch Learn more about your ad-choices at https://www.iheartpodcastnetwork.com See omnystudio.com/listener for privacy information. See omnystudio.com/listener for privacy information.

Nicole’s Family Divorce One Year Later 08 Sep 2026

This week we’re checking in with Nicole, who felt stuck in the middle of her parents’ divorce, to hear how she’s doing one year later. 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 and Instagram @lorigottlieb_author GuyWinch.com and on Twitter @GuyWinch and Instagram @Guy Winch Learn more about your ad-choices at https://www.iheartpodcastnetwork.com See omnystudio.com/listener for privacy information. See omnystudio.com/listener for privacy information.

Encore: S03 Ep 6 - Becca and Jake’s Marital Impasse 01 Sep 2026

This week we’re in session with Becca and Jake. Becca loves her husband Jake but worries about his angry outbursts toward their young children, and considers whether she should leave him to protect them. We help the couple talk about this impasse in ways they never have before. 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 and Instagram @lorigottlieb_author GuyWinch.com and on Twitter @GuyWinch and Instagram @Guy Winch Learn more about your ad-choices at https://www.iheartpodcastnetwork.com See omnystudio.com/listener for privacy information. See omnystudio.com/listener for privacy information.

Encore: S03 Ep 5 - Catherine’s Secret Revenge 25 Aug 2026

This week we’re in session with Catherine, a seemingly polite woman who creates elaborate revenge fantasies about the people in her life. She wants to understand why she does this–and how she can stop. 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 and Instagram @lorigottlieb_author GuyWinch.com and on Twitter @GuyWinch and Instagram @Guy Winch Learn more about your ad-choices at https://www.iheartpodcastnetwork.com See omnystudio.com/listener for privacy information. See omnystudio.com/listener for privacy information.

Paul’s Inappropriate Boss One Year Later 18 Aug 2026

This week we’re checking in with Paul, who struggled to set boundaries with his boss, to hear how he’s doing one year later. 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 and Instagram @lorigottlieb_author GuyWinch.com and on Twitter @GuyWinch and Instagram @Guy Winch Learn more about your ad-choices at https://www.iheartpodcastnetwork.com See omnystudio.com/listener for privacy information. See omnystudio.com/listener for privacy information.

Audrey’s Narcissistic Ex-Husband One Year Later 11 Aug 2026

This week we’re checking in with Audrey, who was struggling to move on from a divorce that happened seven years earlier, to hear how she’s doing one year later. 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 and Instagram @lorigottlieb_author GuyWinch.com and on Twitter @GuyWinch and Instagram @Guy Winch Learn more about your ad-choices at https://www.iheartpodcastnetwork.com See omnystudio.com/listener for privacy information. See omnystudio.com/listener for privacy information.

Encore: S03 Ep 2 - Lily and Nathan’s Second Marriage 04 Aug 2026

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 and Instagram @lorigottlieb_author GuyWinch.com and on Twitter @GuyWinch and Instagram @Guy Winch Learn more about your ad-choices at https://www.iheartpodcastnetwork.com See omnystudio.com/listener for privacy information. See omnystudio.com/listener for privacy information.

Encore: S03 Ep 1 - Adam’s Cheating Boyfriend 28 Jul 2026

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 @LoriGottlieb1 and Instagram @lorigottlieb_author GuyWinch.com and on Twitter @GuyWinch and Instagram @Guy Winch Learn more about your ad-choices at https://www.iheartpodcastnetwork.com See omnystudio.com/listener for privacy information. See omnystudio.com/listener for privacy information.

Encore: S02 Ep 20 - Doug's Fear of Intimacy 21 Jul 2026

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 exciting news! By posting reviews, sharing episodes, and telling friends about our podcast, YOU made it possible for us to bring you a brand-new season of sessions! If you’d like to apply to be on the show in Season 3, email loriandguy@iheartmedia.com. And if you missed ANY episodes in Seasons 1 or 2, now’s the time to catch up… or listen again and learn something new! Follow us both online: LoriGottlieb.com and on Twitter @LoriGottlieb1 and Instagram @lorigottlieb_author GuyWinch.com and on Twitter @GuyWinch and Instagram @Guy Winch Learn more about your ad-choices at https://www.iheartpodcastnetwork.com See omnystudio.com/listener for privacy information.

Encore: S02 Ep 19 - Zoey’s Wealthy Brother 14 Jul 2026

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. Follow us both online: LoriGottlieb.com and on Twitter @LoriGottlieb1 and Instagram @lorigottlieb_author GuyWinch.com and on Twitter @GuyWinch and Instagram @Guy Winch Learn more about your ad-choices at https://www.iheartpodcastnetwork.com See omnystudio.com/listener for privacy information.

Encore: Lori and Guy Answer Your Questions 07 Jul 2026

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 small—email us at LoriAndGuy@iHeartMedia.com. Follow us both online: LoriGottlieb.com and on Twitter @LoriGottlieb1 and Instagram @lorigottlieb_author GuyWinch.com and on Twitter @GuyWinch and Instagram @Guy Winch Learn more about your ad-choices at https://www.iheartpodcastnetwork.com See omnystudio.com/listener for privacy information.

Encore: S02 Ep 17 - Hilary’s Shopping Addiction 30 Jun 2026

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 small—email us at LoriAndGuy@iHeartMedia.com. Follow us both online: LoriGottlieb.com and on Twitter @LoriGottlieb1 and Instagram @lorigottlieb_author GuyWinch.com and on Twitter @GuyWinch and Instagram @Guy Winch Learn more about your ad-choices at https://www.iheartpodcastnetwork.com See omnystudio.com/listener for privacy information.

Encore: Having Hard Conversations: How to Avoid Being Avoidant 23 Jun 2026

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!), this episode is for you. 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 and Instagram @lorigottlieb_author GuyWinch.com and on Twitter @GuyWinch and Instagram @Guy Winch Learn more about your ad-choices at https://www.iheartpodcastnetwork.com See omnystudio.com/listener for privacy information.

Encore: S02 Ep 15 - Melissa’s Stifled Emotions 16 Jun 2026

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@iHeartMedia.com. Follow us both online: LoriGottlieb.com and on Twitter @LoriGottlieb1 and Instagram @lorigottlieb_author GuyWinch.com and on Twitter @GuyWinch and Instagram @Guy Winch Learn more about your ad-choices at https://www.iheartpodcastnetwork.com See omnystudio.com/listener for privacy information.

Encore: S02 Ep 14 - Paul’s Inappropriate Boss 09 Jun 2026

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: LoriGottlieb.com and on Twitter @LoriGottlieb1 and Instagram @lorigottlieb_author GuyWinch.com and on Twitter @GuyWinch and Instagram @Guy Winch Learn more about your ad-choices at https://www.iheartpodcastnetwork.com See omnystudio.com/listener for privacy information.

Encore: S02 Ep 13 - Audrey’s Narcissistic Ex-Husband 02 Jun 2026

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 LoriAndGuy@iHeartMedia.com. Follow us both online: LoriGottlieb.com and on Twitter @LoriGottlieb1 and Instagram @lorigottlieb_author GuyWinch.com and on Twitter @GuyWinch and Instagram @Guy Winch Learn more about your ad-choices at https://www.iheartpodcastnetwork.com See omnystudio.com/listener for privacy information.

Encore: How to Emotionally Free Yourself 26 May 2026

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@iHeartMedia.com. Follow us both online: LoriGottlieb.com and on Twitter @LoriGottlieb1 and Instagram @lorigottlieb_author GuyWinch.com and on Twitter @GuyWinch and Instagram @Guy Winch Learn more about your ad-choices at https://www.iheartpodcastnetwork.com See omnystudio.com/listener for privacy information.

Encore: S02 Ep 11 - Lauren’s Sexual Shame 19 May 2026

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. Follow us both online: LoriGottlieb.com and on Twitter @LoriGottlieb1 and Instagram @lorigottlieb_author GuyWinch.com and on Twitter @GuyWinch and Instagram @Guy Winch Learn more about your ad-choices at https://www.iheartpodcastnetwork.com See omnystudio.com/listener for privacy information.

Encore: S02 Ep 10 - Mark’s Romantic Dilemma 12 May 2026

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 on Twitter @LoriGottlieb1 and Instagram @lorigottlieb_author GuyWinch.com and on Twitter @GuyWinch and Instagram @Guy Winch Learn more about your ad-choices at https://www.iheartpodcastnetwork.com See omnystudio.com/listener for privacy information.

Encore: S02 Ep 9 - Wendy’s Ruptured Friendship 05 May 2026

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@iHeartMedia.com. Follow us both online: LoriGottlieb.com and on Twitter @LoriGottlieb1 and Instagram @lorigottlieb_author GuyWinch.com and on Twitter @GuyWinch and Instagram @Guy Winch Learn more about your ad-choices at https://www.iheartpodcastnetwork.com See omnystudio.com/listener for privacy information.

Encore: Family Struggles: How We Move Through Them 28 Apr 2026

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. Follow us both online: LoriGottlieb.com and on Twitter @LoriGottlieb1 and Instagram @lorigottlieb_author GuyWinch.com and on Twitter @GuyWinch and Instagram @Guy Winch Learn more about your ad-choices at https://www.iheartpodcastnetwork.com See omnystudio.com/listener for privacy information.

Encore: S02 Ep 7 - Emma’s Unavailable Men 21 Apr 2026

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: LoriGottlieb.com and on Twitter @LoriGottlieb1 and Instagram @lorigottlieb_author GuyWinch.com and on Twitter @GuyWinch and Instagram @Guy Winch Learn more about your ad-choices at https://www.iheartpodcastnetwork.com See omnystudio.com/listener for privacy information.

Encore: S02 Ep 6 - Carol and Michelle’s Mother-Daughter Conflict 14 Apr 2026

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 us at LoriAndGuy@iHeartMedia.com. Follow us both online: LoriGottlieb.com and on Twitter @LoriGottlieb1 and Instagram @lorigottlieb_author GuyWinch.com and on Twitter @GuyWinch and Instagram @Guy Winch Learn more about your ad-choices at https://www.iheartpodcastnetwork.com See omnystudio.com/listener for privacy information.

Encore: S02 Ep 5 - Nicole’s Family Divorce 07 Apr 2026

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 us—big or small—email us at LoriAndGuy@iHeartMedia.com. Follow us both online: LoriGottlieb.com and on Twitter @LoriGottlieb1 and Instagram @lorigottlieb_author GuyWinch.com and on Twitter @GuyWinch and Instagram @Guy Winch Learn more about your ad-choices at https://www.iheartpodcastnetwork.com See omnystudio.com/listener for privacy information.

Encore: S02 Ep 4 - What We’ve Learned about Love 31 Mar 2026

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. Follow us both online: LoriGottlieb.com and on Twitter @LoriGottlieb1 and Instagram @lorigottlieb_author GuyWinch.com and on Twitter @GuyWinch and Instagram @Guy Winch Learn more about your ad-choices at https://www.iheartpodcastnetwork.com See omnystudio.com/listener for privacy information.

Encore: S02 Ep 3 - Diane’s Infertility Struggle 24 Mar 2026

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 like to discuss with us—big or small—email us at LoriAndGuy@iHeartMedia.com. Follow us both online: LoriGottlieb.com and on Twitter @LoriGottlieb1 and Instagram @lorigottlieb_author GuyWinch.com and on Twitter @GuyWinch and Instagram @Guy Winch Learn more about your ad-choices at https://www.iheartpodcastnetwork.com See omnystudio.com/listener for privacy information.

Encore: S02 Ep 2 - Jason’s Alcoholic Father 17 Mar 2026

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. 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 and Instagram @lorigottlieb_author GuyWinch.com and on Twitter @GuyWinch and Instagram @Guy Winch Learn more about your ad-choices at https://www.iheartpodcastnetwork.com See omnystudio.com/listener for privacy information.

Encore: S02 Ep 1 - Jennifer's Fiance's Instagram Flirtations 10 Mar 2026

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@iHeartMedia.com. Follow us both online: LoriGottlieb.com and on Twitter @LoriGottlieb1 and Instagram @lorigottlieb_author GuyWinch.com and on Twitter @GuyWinch and Instagram @Guy Winch Learn more about your ad-choices at https://www.iheartpodcastnetwork.com See omnystudio.com/listener for privacy information.

Encore: Ep. 20 - Savannah's Chronically-Ill Husband 03 Mar 2026

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 going on hiatus to get ready to bring you a brand new season of DEAR THERAPISTS. Until then, take care of yourselves, and don't forget to catch up on any episodes you may have missed! 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 and Instagram @lorigottlieb_author GuyWinch.com and on Twitter @GuyWinch and Instagram @Guy Winch Learn more about your ad-choices at https://www.iheartpodcastnetwork.com See omnystudio.com/listener for privacy information.

Encore: Ep. 19 - Shannon's Holiday-Season Dread 24 Feb 2026

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 holiday dilemma, and offer her an empowering way to reclaim the holidays for herself this year. 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 and Instagram @lorigottlieb_author GuyWinch.com and on Twitter @GuyWinch and Instagram @Guy Winch Learn more about your ad-choices at https://www.iheartpodcastnetwork.com See omnystudio.com/listener for privacy information.

Encore: Ep. 18 - Scott's Wife's Affair 17 Feb 2026

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 LoriAndGuy@iHeartMedia.com. Follow us both online: LoriGottlieb.com and on Twitter @LoriGottlieb1 and Instagram @lorigottlieb_author GuyWinch.com and on Twitter @GuyWinch and Instagram @Guy Winch Learn more about your ad-choices at https://www.iheartpodcastnetwork.com See omnystudio.com/listener for privacy information.

Encore: Ep. 17 - Danica's Rejected Sibling 10 Feb 2026

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 discuss with us—big or small—email us at LoriAndGuy@iHeartMedia.com. Follow us both online: LoriGottlieb.com and on Twitter @LoriGottlieb1 and Instagram @lorigottlieb_author GuyWinch.com and on Twitter @GuyWinch and Instagram @Guy Winch Learn more about your ad-choices at https://www.iheartpodcastnetwork.com See omnystudio.com/listener for privacy information.

Encore: Ep. 16 - Two Therapists and a Monk 03 Feb 2026

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 therapy, just in time for the holidays! 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 and Instagram @lorigottlieb_author GuyWinch.com and on Twitter @GuyWinch and Instagram @Guy Winch Learn more about your ad-choices at https://www.iheartpodcastnetwork.com See omnystudio.com/listener for privacy information.

Encore: Ep. 15 - Molly's Father's Suicide 27 Jan 2026

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 @LoriGottlieb1 and Instagram @lorigottlieb_author GuyWinch.com and on Twitter @GuyWinch and Instagram @Guy Winch Learn more about your ad-choices at https://www.iheartpodcastnetwork.com See omnystudio.com/listener for privacy information.

Encore: Ep. 14 - Libby’s Self-Induced Stress 20 Jan 2026

This week, a high school student struggles to manage the pressure to achieve without losing her sense of self. We help her to see that when you have balance in your life, it doesn't make you less productive. It actually makes you function better as a whole, and that this will be even more true as she grows into adulthood. 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 and Instagram @lorigottlieb_author GuyWinch.com and on Twitter @GuyWinch and Instagram @Guy Winch Learn more about your ad-choices at https://www.iheartpodcastnetwork.com See omnystudio.com/listener for privacy information.

Encore: Ep. 13 - Maria's Childless Son 13 Jan 2026

Hey, Fellow Travelers. Maria doesn't want to interfere in her kids' lives, but when she hears that her son wants to have children but his wife doesn't, she wonders if her son will have regrets later if she doesn't say something now. But what should she say, and how? We help her to see that her fears about her son's lack of a voice in his marriage is something she's familiar with herself, and that acknowledging the unspoken will open the door to a new family dynamic. 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 and Instagram @lorigottlieb_author GuyWinch.com and on Twitter @GuyWinch and Instagram @Guy Winch Learn more about your ad-choices at https://www.iheartpodcastnetwork.com See omnystudio.com/listener for privacy information.

Encore: Ep. 12 - Liam's Gender Transition 06 Jan 2026

Hey, Fellow Travelers. Liam has just come out to his family as a transgender man and begun hormone replacement therapy. His sister is getting married soon and he promised to be her Maid of Honor, and while he no longer feels comfortable wearing a dress, he also doesn't want to make things awkward for his sister and the rest of the family. We discuss his struggle over his gender expression and help him to see that being true to himself is what will ultimately make everyone most comfortable. 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 and Instagram @lorigottlieb_author GuyWinch.com and on Twitter @GuyWinch and Instagram @Guy Winch Learn more about your ad-choices at https://www.iheartpodcastnetwork.com See omnystudio.com/listener for privacy information.

Encore: Ep. 11 - Haley's Perfect Sister 23 Dec 2025

Hey, Fellow Travelers. In Haley's mind, her sister Jill has always been the "perfect" one. When Jill visits their aging parents, she's like Mary Poppins, bringing sunshine and rainbows and even labeling their antiques. Haley is tired of never measuring up to Jill, but we help her to see that her problem is different from what she believes it to be—and that it's actually her greatest strength. 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 and Instagram @lorigottlieb_author GuyWinch.com and on Twitter @GuyWinch and Instagram @Guy Winch Learn more about your ad-choices at https://www.iheartpodcastnetwork.com See omnystudio.com/listener for privacy information.

Encore: Ep. 10 - Lenny's Estranged Daughter 16 Dec 2025

Hey, Fellow Travelers. It's been two decades since Lenny's daughter cut off contact with him after he and her mother divorced. Lenny has thought about his daughter and the grandchildren he has never met every single day and has tried to make peace with the situation, but his wife Patricia sees his pain and asked for our guidance. She and Lenny join us together as we help them to consider a new approach to Lenny's parental alienation. 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 and Instagram @lorigottlieb_author GuyWinch.com and on Twitter @GuyWinch and Instagram @Guy Winch Learn more about your ad-choices at https://www.iheartpodcastnetwork.com See omnystudio.com/listener for privacy information.

Encore: Ep. 9 - Elena's Cheating Husband 09 Dec 2025

Hey, Fellow Travelers. After seven years of marriage, Elena recently discovered that her husband has been having affairs—plenty of them. They are in couples counseling and he has vowed to change, but this hasn't gone so well. We help her to explore her own reluctance to change, and encourage her to prioritize her own feelings, stop falling prey to manipulation, and take action that will move her 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 @LoriGottlieb1 and Instagram @lorigottlieb_author GuyWinch.com and on Twitter @GuyWinch and Instagram @Guy Winch Learn more about your ad-choices at https://www.iheartpodcastnetwork.com See omnystudio.com/listener for privacy information.

Encore: Ep. 8 - Jeff’s Critical Parents 02 Dec 2025

Hey, Fellow Travelers. Jeff's parents have always been critical--making negative comments about everything from his appearance and intelligence to his being "too sensitive"—and as an adult, Jeff has tried not to let these hurtful words get to him. But now that he's a new father, he's worried about the impact that his parents' constant criticism will have on his child. We help him move past his fear of confronting his parents in his new role as a parent himself. 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 and Instagram @lorigottlieb_author GuyWinch.com and on Twitter @GuyWinch and Instagram @Guy Winch Learn more about your ad-choices at https://www.iheartpodcastnetwork.com See omnystudio.com/listener for privacy information.

Encore: Ep. 7 - Allison’s Lonely Students 25 Nov 2025

Hey, Fellow Travelers. This week, a dedicated young teacher deals with the guilt of not being able to connect with her students while being physically separated from them during the pandemic. But it isn’t just her students who are craving connection. We help Allison navigate through her own loss as well. 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 and Instagram @lorigottlieb_author GuyWinch.com and on Twitter @GuyWinch and Instagram @Guy Winch Learn more about your ad-choices at https://www.iheartpodcastnetwork.com See omnystudio.com/listener for privacy information.

Encore: Ep. 6 - Kristine's DNA Bombshell 18 Nov 2025

Hey, Fellow Travelers. This week, we explore what happens when a DNA test reveals a shocking surprise. Kristine was adopted and had always hoped to find her biological parents—and in her early twenties, she did. But there was a secret that she—and her biological father—didn't know about. We help her to navigate the fallout as she re-examines her definition of family. 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 and Instagram @lorigottlieb_author GuyWinch.com and on Twitter @GuyWinch and Instagram @Guy Winch Learn more about your ad-choices at https://www.iheartpodcastnetwork.com See omnystudio.com/listener for privacy information.

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