In this special episode recorded live at The Greene Space in New York City, writer Ashley C. Ford explains how she broke up with her college boyfriend, Kelly, so they could figure themselves out and grow as individuals. After two years of being

Shan Boodram Breaks Up With Her High School Crush

Dec 26th, 2018 28m 52s

We’ve all fantasized about reconnecting with a high school crush, but sometimes reality isn’t so dreamy. As an awkward teen in Toronto, Shan Boodram was one of many girls who pined for a popular basketball player. A decade later, he finally ask

Bonus

Bonus Break-Ups: Courtney Perkins (Not All Geminis) Sees The Signs

Dec 21st, 2018 9m 6s

We asked Courtney Perkins, creator of the hilariously accurate @NotAllGeminis Instagram account, to answer our questions about astrology and relationships. Which signs are most compatible? Which pairings will have the worst breakups? What’s the

Gaelynn Lea Breaks Up With "Home"

Dec 19th, 2018 27m 58s

Folk singer and violinist Gaelynn Lea didn’t just grow up in Duluth, Minnesota—she was rooted in it, from the icy landscape to the thriving local music scene. But in 2016 she won NPR’s Tiny Desk Contest, which opened up a world of touring oppor

Bonus

Bonus Break-Ups: Phoebe Judge Is Redefining Love Stories

Dec 14th, 2018 10m 12s

“Criminal” host Phoebe Judge’s latest podcast, “This Is Love,” explores love stories that don’t always seem like love stories—from an episode about a whale to one about the color blue. Phoebe explains how she’s gained a sense of certainty about

Jenny Han Breaks Up With Her Dentist

Dec 12th, 2018 24m 20s

Behind author Jenny Han’s smile is the story of a breakup. Eight years ago, she met a dream dentist—gentle, caring, warm—and fell into a routine of blissful cleanings. Then, her dentist dropped a bombshell: She thought Jenny should get braces a

Kelli Dunham Breaks Up With Jesus

1 Dec 5th, 2018 24m 8s

Comedian Kelli Dunham was raised Evangelical, not Catholic, but she always knew she loved Jesus. So, at age 19, she decided become a nun, offering herself up in service to God and the Church. She tried to be obedient, following her strict order

Bonus

Bonus Break-Ups: Stories of Love Gone Very, Very Wrong

Nov 30th, 2018 5m 30s

We asked you to share your best break-up stories, and wow, did you deliver. We’ll hear about a woman who discovered she’d been shopping for her boyfriend’s other girlfriends, a man who took a bribe to dump his fiancée, a fool who thought he cou

Connie Lim, aka MILCK, Breaks Up With Cigarettes

Nov 28th, 2018 26m 3s

Connie Lim (aka MILCK) had a long love affair with cigarettes, even though she knew it was unhealthy—and a serious risk to her career as a singer. And like so many bad relationships, when it came time to break up, she found she couldn’t do it c

Hannah Gadsby Breaks Up With Self-Deprecation

1 Nov 19th, 2018 37m 8s

Lots of comedians poke fun at themselves for laughs. And as Hannah Gadsby explains, her deep unease with success, coupled with the invisibility she often felt as a queer, autistic woman, turned self-deprecation into an automatic response on sta

Grace Bonney Breaks Up With The Pursuit Of Perfection

Nov 14th, 2018 26m 3s

Design*Sponge founder Grace Bonney knows what it’s like to strive for someone else’s idea of perfection. For a long time she tried to be the person she felt the niche design blog world wanted her to be: thin, straight, flawless — basically, an

Karolena Theresa Breaks Up With Bad Body Image

Nov 7th, 2018 21m 38s

For a long time, comedian Karolena Theresa thought a perfect body was something she should strive for. But eventually that mindset started interfering with all the other things she cared about, like performing, napping, and rocking bikinis. So

Tracy McMillan Sends Her Son To College - And Goes On A Journey

Oct 31st, 2018 27m 36s

Relationship expert Tracy McMillan faced the toughest break-up of her life when her son turned 18 and went away to college. She’d overcome her own difficult childhood and vowed to be the best parent she could be—and that, she realized, meant se

Arianna Margulis Breaks Up With An Extreme Meditator

Oct 24th, 2018 27m 50s

Arianna Margulis got dumped in the middle of Central Park. By a guy who claimed she “interfered with his meditation schedule.” (Really? Really.) Luckily for all of us, Arianna channeled her hurt into the hilariously relatable Instagram cartoon

Trailer

Oct 16th, 2018 2m 48s

Sometimes, the best beginnings start with an ending. Reese Witherspoon and Hello Sunshine bring you this warm and funny show - My Best Break-Up - hosted by the charming Maeve Higgins and featuring a different break-up story each week. You will