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18 aug.

Be sad about loss, but not all the time

Margo Howard, daughter of advice columnist Ann Landers and noted advice columnist in her own right, died recently at the age of 86.Meredith had the pleasure of knowing Margo for years in Boston. Occasionally they lunched at fancy restaurants and talked about the advice column business.Sometimes they gossiped.Sometimes Margo gave Meredith advice about her love life.Today we're sharing an episode from Season 1 that features Margo – with some new thoughts from Meredith about what she learned from Margo about moving on.Remember, Love Letters is an advice column. Send your questions about all kinds of relationships to loveletters@globe.com or visiting our anonymous submission page.You can join our special Friends With Benefits club – for extra episodes, an ad-free experience, and bonus content – by clicking here. Get an exclusive 15% discount on Saily data plans! Use the code LOVELETTERS at checkout. Download the Saily app or go to: https://saily.com/your-unique-code Learn more about your ad choices. Visit megaphone.fm/adchoices
4 aug.

Turning 80, getting a divorce

Want extra new episodes? Join our Friends With Benefits club by visiting globe.com/loveletters/friendswithbenefits. You’ll get an ad-free experience, an extra episode a month, and a Love Letters journal (if you join for a year). And you'll even be able to hear an extended cut of this episode. Thank you for supporting our show. We want to support you right back. In today’s episode we learn it’s never too late to grow, make change, and get single to live your best life. Meet Chrissy, who is 79 and getting a divorce. She explains why this is happening after decades of marriage, and why this new path is essential now. Chrissy also shows us her blooming garden, which is a lovely metaphor for what’s to come. Click here to read the transcript. Remember, Love Letters is also an advice column. Ask Meredith a question about your relationship life by emailing loveletters@boston.com. Learn more about your ad choices. Visit megaphone.fm/adchoices
14 apr.

Why Don't Men Ask Questions?

Really? What’s up with that?Simone, a single mom in her 40s, wrote to the Love Letters advice column asking, “Why don’t men on dating apps ask me any questions?” Simone said these men are happy to answer questions about themselves, but they don’t ask anything in return.That means Simone has to do so much work to keep the conversation going.Simone tells her story to Meredith, who also gets feedback and context from experts who study curiosity and the art of asking questions. They include Todd Kashdan, director of the Well-Being Laboratory at George Mason University.He helps Meredith examine the gender piece of it all, the cultural influences, and why asking questions is a beautiful skill – and, perhaps, a lost art.Remember, Love Letters is an advice column that LOVES questions. Do you have something on your mind about your relationship life? Email it to loveletters@boston.com or visit boston.com/loveletters. Learn more about your ad choices. Visit megaphone.fm/adchoices
12 maj

What's wrong with having a type?

When Jordan was young, he saw actress Janeane Garofalo on television. Since then, he’s had a type: smart, creative, sardonic, sarcastic, brunette, glasses-wearing women. Not a bad thing … or is it limiting? What does it mean when we have a type? If our type doesn’t like us back, do we have to expand our parameters when looking for love? Take a journey with Meredith and Jordan through an exploration of types ... and the perfection of the woman who starred in “Reality Bites,” and “The Truth About Cats and Dogs,” and made a memorable guest appearance on “The Adventures of Pete & Pete.” Share your thoughts on this episode by emailing loveletters@boston.com. Tell us all about your type – or share your relationship questions. Remember, we’re an advice column, too. Learn more about your ad choices. Visit megaphone.fm/adchoices
7 juli

How (not) to break up with your high school girlfriend

Join our Friends With Benefits club for an ad-free experience, a monthly bonus episode, and more. For details, visit Globe.com/loveletters/friendswithbenefits. In this episode, we meet Lyla, a recent high school graduate who tells a story about being dumped by a college-bound senior when she was a junior. It was a devastating breakup. It was also messy.A year later, it’s also a bit funny. The truth is, it’s hard to know when to end a high school relationship. It’s confusing, emotional, complicated – and there’s so much changing all at once. A year after this breakup, Lyla – now a college-bound 18-year-old herself – shares this story, with lessons about how to manage a relationship that’s probably temporary, and how to be kind when you’re letting go. Remember, we’re also an advice column. Send your questions about relationships to loveletters@boston.com. When you share your quandaries, you help others dealing with the same thing. Learn more about your ad choices. Visit megaphone.fm/adchoices
23 juni

Olivia Wilde on awkward relationships, marriage, and Esther Perel

She directed and co-stars in “The Invite,” a film about two couples who have a fairly monumental, impromptu dinner. It’s a comedy that turns into a drama … and then back to a comedy. It also stars Seth Rogen, Penelope Cruz, and Edward Norton. Meredith saw “The Invite” and thought, "Oh, this should be part of a Love Letters Film Festival, if we ever had one." Today Meredith is joined by Olivia for a discussion about many things, including: why we like to see couples be awkward, Gen Z and technology, polyamory in Massachusetts, the meaning of marriage in 2026, how to stay optimistic about love, and, most importantly, their experiences with psychotherapist and podcast Esther Perel. Meredith and Olivia both have personal connections to Perel, who served as an adviser on the film. Enjoy a lively conversation about love and the stories we tell about it.Also, an event reminder! You can also sign up to attend Meredith’s free June 30th phone booth event – a 6 p.m. celebration of the Tell-A-Booth (featured on the pod) – by visiting bpl.org. Remember, Love Letters is also an advice column. Feel free to tell us your anonymous questions about your relationship life my emailing loveletters@globe.com. Learn more about your ad choices. Visit megaphone.fm/adchoices
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UPDATE: Case Dismissed

Reporters Dugan Arnett and Andrew Ryan are back in court to learn the fate of a case that has spanned eight years. In 2017, New Bedford police accused Steven Ortiz of being at the center of a major drug trafficking ring. But an officer involved in his arrest was sleeping with Ortiz’s fiancee while using her as an unwitting confidential informant. This case was what first brought Arnett to New Bedford. In the two years since he broke the story, one drug trafficking case has already been tossed. Now, an even bigger case hangs in the balance. And the outcome could bring a reckoning for police and prosecutors. Learn more about your ad choices. Visit megaphone.fm/adchoices
21 juli

My high school boyfriend is better than yours

First: please join our Love Letters “Friends With Benefits” group. You’ll get extra episodes, swag, and an ad-free experience. For more info, visit globe.com/loveletters/friendswithbenefits. Today Meredith revisits an episode from the vault that features her high school boyfriend. She offers some new perspective – and fun updates. Meredith wanted to take a closer look at this story because of 18-year-old Lyla, our most recent guest, who explained her own high school breakup. In this one, there are lessons, laughs … and some new perspective. Enjoy revisiting former loves, and remember, Love Letters is also an advice column. Send your questions about relationships to loveletters@boston.com. Learn more about your ad choices. Visit megaphone.fm/adchoices
9 juni

When to get off that train, with Drag Queen Jujubee

Jujubee, the boisterous drag queen and fan favorite on “RuPaul’s Drag Race,” is the alter-ego of Airline Inthyrath, a relatively introverted homebody from Massachusetts. In this episode, Airline tells us a story about a recent relationship – and the lessons that came with it. In short: sometimes it’s difficult to be present. Other times it’s hard to know when to stop that relationship train. Learn all about Airline – and then see Jujubee in “Stop! That! Train!,” a new movie directed by Adam Shankman, who made the musicals “Hairspray” and “Rock of Ages.” The movie also stars RuPaul as the President of the United States. Learn more about your ad choices. Visit megaphone.fm/adchoices
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EPISODE 1: Officer Pastillas

On the docks of New Bedford, Massachusetts, whispers about a rogue police officer harassing fishermen and stealing drugs come to a head aboard a scalloping boat late one night. The officer forces his way on board, saying an informant told him there would be drugs on board, and demands some. But when another officer, Mark Raposo, shows up, he thinks his colleague is in the middle of a “drug rip.” Now Raposo is ready to blow the whistle on what he’s seen. And it turns out that this officer’s abuse of the informant system is just the tip of the iceberg in this historic port city. *Note: this episode was updated Mar 12, 2025, to include a statement from police that the Globe received after the deadline. Learn more about your ad choices. Visit megaphone.fm/adchoices

Narrative mini-series, news, commentary, and audio storytelling from the leading newsroom in New England.

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The Boston Globe

Topprogram

Be sad about loss, but not all the time

Turning 80, getting a divorce

Why Don't Men Ask Questions?

What's wrong with having a type?

How (not) to break up with your high school girlfriend

Olivia Wilde on awkward relationships, marriage, and Esther Perel

UPDATE: Case Dismissed

My high school boyfriend is better than yours

When to get off that train, with Drag Queen Jujubee

EPISODE 1: Officer Pastillas

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The Boston Globe

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