In this Unfiltered, a listener shares the hard truths she’s learned through dating, heartbreak, and situationships. From realizing you can’t force someone to like you, to learning that overcompromising and over-efforting doesn’t lead to love, she reflects on the patterns she’s finally ready to break. If you’ve ever asked yourself why didn’t they choose me?—t ... Show More
Yesterday
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
Jul 1
Inside the Modern Male Mind on Dating
Ryan Kenny, comedian and dater, joins me for a hilarious, honest convo on ghosting, dating app fatigue, and the awkwardness of putting yourself out there. We chat about exclusivity talks, bad sex with great people, and why women in friend groups are basically unapproachable. Foll ... Show More
1 h
Oct 2024
641 - Enjoy your solitude (take a break from dating)
In this episode, I talk about when to take a break from dating. I talk about your sense of self, purpose, and what to do if dating feels like a "need" rather than a choice.My book, "That's Bold of you" is available on Amazon.Instagram: @case.kenny
14m 58s
Dec 2024
260. The BEST dating advice for your 20s ft. Dateable podcast
When it comes to dating in our 20s, the entire experience seems like a bit of a maze and often leaves us questioning, is there a RIGHT way to be dating in our 20s? Should I be playing it casual, and just having fun, prioritise being single and getting to know myself, only dating ... Show More
47m 38s
Dec 2024
Is It Too Early To Be Annoyed With The Person You’re Dating?
Why won’t Jared go to therapy? We get this question often and, this week, he shares his own thought on why as well as a helpful TikTok, "Men Who Wear Masks And Struggle With Conflict" by @elisemicheals. Plus, he and Jordana are slipping more into f*ck it mode for the holidays. Th ... Show More
1h 10m
Dec 2024
Navigating Dating After a Break: 5 Tips For Reopening Your Heart and Embracing New Connections
Taking a break from dating can be necessary for healing, reflection, and personal growth — but what happens when you’re ready to put yourself back out there? In this episode, we're chatting about the challenges of dating after a break: the fears, the vulnerability, and the em ... Show More
41m 11s