Casual Dating, Demanding Careers And Dating I...

Jared and Jordana are learning about Instagram’s new blur feature for “soft launching” couples in their new segment, Are U Up to Date? They then answer a listener’s email about asking for an engagement ring back after years of marriage and whether it’s petty or prudent. Lastly, t ...  Show more

Jordana and Jared are reading through a listener’s breakup texts, and the list of reasons to end it is long! A cozy cabin weekend in the woods was not as romantic as she thought, with complaints about restaurant choices, what time to go to the farmers market, and feeling judged f ...  Show more

A twenty-something considers a boob job. A single woman wants to talk to people about anything other than her dating life. A gay New Yorker keeps getting friend-zoned by his love interests. And a desperate roommate wants out of a toxic situation.The views and opinions expressed a ...  Show more

Jess and Caroline are at it again with an episode full of "segments" - starting with a Stranger Danger story from Jess of a recent dermatology appointment that turned into a therapy session. This conversation about unwanted and unboundaried connections with randos tu ...

A twenty-something considers a boob job. A single woman wants to talk to people about anything other than her dating life. A gay New Yorker keeps getting friend-zoned by his love interests. And a desperate roommate wants out of a toxic situation.The views and opinions expressed a ...  Show more

Happy Thanksgiving! In this episode I answer listener questions about how to enjoy the holidays when you're single, how to get over a situationship when you're in the same friend group, what to do if the idea of going on a date causes so much anxiety, tips for bonding with your s ...  Show more