Michaela always craved the kind of life she didn’t have as a kid. She’d find a stable guy, settle down, and start a family. For several years, she seemed to be on her way. But then she discovered that, no matter how clear that original path may have seemed, she ultimately had to build her own. Email us at loveletters@boston.com.

Meredith and producer Katelyn Harrop take on two new letters, including one from a woman in her 40s who digs her new boyfriend but wasn’t thrilled to learn that he’d previously hooked up with most of the women in his friend group. Is this a red flag, or just ancient history? Email your dating and relationship questions to loveletters@boston.com.

All this season, we’ll be telling stories of big changes and how they reshape people’s romantic lives. In the first episode, Meredith shares the story of Bill and Jen, who did that thing many people fantasize about: They quit their day jobs and built a business from scratch. What has this shift meant for their lives – and for their marriage? Email us at loveletters@boston.com.

Our new season is launching soon. But first … Meredith and producer Katelyn Harrop dish on letters to Meredith’s Love Letters advice column. This week: A single woman says men in their 30s fall into three categories: already coupled up, recently uncoupled and uninterested in anything serious, and too focused on their careers to contemplate a relationship. Does the LL team agree? Email us your dating and relationship questions at loveletters@boston.com.

We’re trying out this new thing today. It’s called Sidebar. It’s a snack-sized episode in which Meredith and producer Katelyn Harrop discuss their favorite recent letters to Meredith’s advice column in The Boston Globe. We’ll drop you a Sidebar every now and then, between our usual, full-length episodes. In today’s episode: finding love in the carpool lane and what it means to date a divorcee. Email us at loveletters@boston.com.

Meredith chats with business writer and journalist Jon Birger about why he thinks we should get off the apps and seek connection in other ways. Birger is the author of the books “Date-Onomics: How Dating Became a Lopsided Numbers Game” and “Make Your Move: The New Science of Dating and Why Women Are in Charge.” Email us at loveletters@boston.com.

We’re back with a bonus episode today. Meredith chats with writer Casey McQuiston about all the things: finding romance for yourself in times of uncertainty, how they get their work done, and what makes a really good love story. McQuiston is the author of the new book “I Kissed Shara Wheeler,” the widely successful “Red, White & Royal Blue,” and “One Last Stop.” Email us at loveletters@boston.com.

Sometimes life is about big change. You move across the world. Quit or lose a job. Suddenly get Internet famous. Decide you must join the circus. Maybe not that, but you get it. For the next season of Love Letters, we’re looking for stories about big, monumental changes in people’s romantic lives. Have you ever made a 180 like this? Share it with us at loveletters@boston.com.

For our final episode of the season, we collaborate with the podcast This Is Dating to bring you the story of Manny, a San Francisco thirty-something who’s been kinda sorta breaking a big relationship rule for 11 years and counting. The one that says: You’ll never get over an ex without making a clean break. Email us at loveletters@boston.com. For more on This Is Dating, visit thisisdatingpodcast.com.

Yes, Devin Tomb knows that TV isn’t real life. That “Sex and the City” never explicitly promised her anything. And yet, it was hard not to believe in the future the show presented. Devin figured she, too, would have a squad of single women for adventurous nights and opulent brunches well into her 30s. So what happened? Email us at loveletters@boston.com.