S1E5: 'I Feel Like It Was Fate'

Meredith’s advice column turns 15 this year. 15! So she’s feeling a little nostalgic. In this episode, Meredith sits down with longtime Boston Globe sports columnist Dan Shaughnessy to trade notes on the thousands of columns each has written over the years. They also compare grief in love to grief in sports, reflect on why sports reporters have always been big fans of Love Letters, and discuss the couple of the moment: Travis Kelce and Taylor Swift. Email us at loveletters@boston.com.

When it came time for Sophia to leave a difficult relationship, she knew she couldn’t do it alone. So she assembled a first-rate team, made up of friends, acquaintances, family members, and therapists. Having all of them behind her not only set Sophia free; it gave her back her future. Email us at loveletters@boston.com.

Michael and Alessandra were both single, bored, and lonely when they got together in mid-2020. It was the height of the pandemic; everyone craved companionship. But in time, Michael and Alessandra discovered that they were better as good friends. And what do good friends do? They help you find true love. Email us at loveletters@boston.com.

A bonus episode via the podcast Kelly Corrigan Wonders. Kelly sits down with Krista Tippett, the longtime host and spiritual guide of On Being, which began as a radio program and is now a podcast. At a moment when everything is broken open, when institutions are received with less reverence and more skepticism, Kelly and Krista consider: Where should we point our minds and hearts? What practices serve us best? Email us at loveletters@boston.com.

When Nimish left Nepal for college in the United States, he expected some serious challenges, like adjusting to a new culture and studying in a new language. Finding love was not top-of-mind. But as he got older and started to date more, Nimish’s romantic life became his biggest source of anxiety. Because with each budding relationship came an all-consuming question: How do I explain this to my parents? Email us at loveletters@boston.com.

A few years ago, while at summer camp in North Carolina, Ray was wrestling with some of life’s biggest questions. Identity, love, growing up, a first kiss — Ray had a lot on their mind, and no one to confide in. Until they met Maria, a counselor clad in sandals and tie-dye who would become Ray’s mentor, guide, life coach, and cheerleader, all wrapped into one. In this first episode of the new season, a portrait of two people and their lasting, beautiful bond. Email us at loveletters@boston.com.

1989 Boston. The crack epidemic is raging, the murder rate soaring, and white flight has taken hold. Charles Stuart and his pregnant wife, Carol, are carjacked, drawn deep into a dangerous “inner city” neighborhood, and allegedly shot by a Black man. All of Boston – and the nation – is gripped by the hunt for the suspect. What follows will reveal truths about the city... and ourselves.

Presented by The Boston Globe and HBO Documentary Films, Murder in Boston: The Untold Story of the Charles and Carol Stuart Shooting is hosted by Adrian Walker who, along with a team of Pulitzer-winning investigative reporters, unveils explosive new findings and change the narrative of a story long cemented in the city’s lore. The HBO Documentary Series Murder in Boston: Roots, Rampage, and Reckoning is available to stream on Max.

Almost every love story has a supporting cast — friends, relatives, therapists, and others who play a key role in what happens. In Season 9 of Love Letters, we pay tribute to those important figures in the background. You’ll hear all kinds of stories about help and guidance people received in their romantic lives, from an ex who became the perfect wingperson, to the communities that support the spouses of pro athletes, to the best queer mentor anyone could ask for. Season 9 launches Jan. 23. Email us at loveletters@boston.com.

It’s Meredith against the world in this bonus episode as she attempts to prove why a viral list of places women will supposedly never go on a first date is wrong, and why The Cheesecake Factory – that’s right, The Cheesecake Factory – is a totally acceptable date spot. To pull this off, she takes her producer, Jesse, to one of her most beloved spots for a platonic work-date. They discuss everything from Meredith’s devotion to the chain restaurant, to the horoscopian powers of The Cheesecake Factory’s menu, to Shaquille O’Neal and Barbie. All classic first-date stuff. Email us at loveletters@boston.com.

Meredith sits down with her sister, Brette, to tackle two family-themed letters from the Love Letters column. First, a woman feels some tension with her future sister-in-law. Second, a writer discovers that her boyfriend and her mother had a one-night-stand in the past. Should the woman confront her mom? Does the mom even remember this guy? How are they going to make it through the holidays? Send your own letter to loveletters@boston.com.