I'm joined by a 25-year-old male listener from South Africa, who shares the painful dating experience he recently went through and how he's navigating his healing era. Then he answers your questions about what guys want to see on a dating app profile, what to do if you're a bad texter, whether or not men put you in a hookup vs date box, what his dealbreakers ... Show More
Jul 10
"From Roommates to Soulmates"
When Waverly Colville signed a lease with a stranger named John Guilyard in the summer of 2020, she never imagined she was also meeting her future partner. Two years of friendship, late-night talks, and dancing around their feelings later, one kiss changed everything. In this epi ... Show More
1h 4m
Jul 8
Why You’re Still Stalking Your Ex and What Actually Helps You Heal
Breakups today aren’t just about letting go of a person — they’re about navigating texts, timelines, algorithmic reminders, and the pressure to "heal fast." Therapist and Lonely Hearts Club founder Lexi Joondeph-Breidbart joins Ilana to unpack what actually helps people move on, ... Show More
56m 8s
Jan 2022
How Men Think with Peter Weber
The former Bachelor had his share of dating ups and downs, falling in love, heartbreak, falling in love again, heartbreak again.
He's taking all this knowledge and giving it right back to you. He's answering your dating questions and helping you understand the men in your life. ... Show More
31m 53s
Oct 2021
Everyone Gets Rejected No Matter How They Look Ft. Jordana Abraham
This week, Sami is joined by Betches co-founder and U Up? podcast host, Jordana Abraham. They start off by discussing if looks really matter, the pros and cons of dating apps, and practical dating advice. Then they unpack a book called The Rules, how to get back on the playing fi ... Show More
1h 9m
Oct 2022
How to Have Game: The Dating Show
So what’s the hardest part about dating? Meeting people? Making conversation? Figuring out if there’s enough chemistry? How do you have dates that leave you happy, aligned and energized, rather than defeated and hopeless?
On today’s best-of show, I’m here for your dating dilemmas ... Show More
37m 42s
Jul 2024
Finding Your Person (with dating coach Amy Nobile Messing)
Gwyneth is joined by a sought-after dating coach to talk about building a dating strategy based on core values and intentions, why first dates should be less than hour, ways for reframing rejection, what ghosting says about you, and how to know when you've found the right person. ... Show More
57m 40s
Mar 2020
Single Guys Are Really Going for It Right Now
As people continue to self-quarantine, single men are still out there trying to date and, in some cases, have sex. First Aymann talks to his coworker Katie Rayford, who was hit on by two men on the same day when she was stocking up on groceries. Then he checks in with Jeremy Cohn ... Show More
25m 43s