Alyssa sits down with Katherine Paulsen, a longtime coach on the Style My Profile team, for a wide-ranging conversation between two dating coaches at very different life stages. Katherine, 34, and Alyssa, 53, compare notes on what dating actually looks like in your 30s versus midlife, starting with the biological clock pressure that can push younger daters into relationships that aren't right for them, and the reframe midlife daters get to use instead: the luxury of time, and the luxury of already knowing yourself. From there, the conversation moves into practical territory. Katherine shares the story of the singles PowerPoint she made the night before her wedding (yes, it led to a real relationship), and the two talk through other low-pressure ways to meet people in real life, from book readings to the Skint email list to simply committing to one new event a month and staying off your phone while you're there. They close out with an honest read on the current state of the apps: why Hinge's free version is getting harder to use, why Tinder might be having a comeback, and why there's still no single "magic app," just trial, error, and staying open to trying something new. You'll also hear about: (00:41) A quick note on Alyssa's free Date Vanilla webinar (03:24) Dating in your 30s vs. dating in midlife: comparing the pressures (04:22) How the biological clock pushes younger daters into settling (05:32) Reframing time as a luxury you have in midlife (06:02) The client who met her husband at 83 (06:55) The advantage of already knowing yourself (08:22) Why dating with less pressure to find "the one" often works better (10:33) A story about meeting someone the night you least expect it (11:49) Letting go of "is this my future spouse" on every single date (12:43) Katherine's wedding singles PowerPoint, and how it actually led to a relationship (17:02) Applying the same idea to reunions, dinner parties, and friend groups (19:05) A callback to the dating potluck episode with Jill Foos (19:43) Why it's important to balance dating apps with real-life ways to meet people (21:18) Committing to one event regularly, and how that led to a real relationship for a past guest (22:04) Simple body language shifts that make you more approachable at events (23:45) Book readings, author events, and New York's "the Skint" email list (25:37) Using ChatGPT to find events suited to your interests (and where single men might be) (27:22) Why Hinge's free version is getting harder to use, and what that means for you (29:18) Why the most-liked profiles aren't necessarily who you want to match with (30:21) Tinder's possible comeback, and why its immediacy has upside (32:50) How Feeld has shifted from hookup culture to intentional dating too (35:10) The bottom line: no magic app, just trial, error, and staying open Rate, Review & Follow The Dating Lab Listen on Apple Podcasts, Spotify, or wherever you get your podcasts. If this episode resonated, please rate, review, and share, it helps more people find the show. Mentioned in this episode: The Skint (NYC free events email list): theskint.com Learn More About Alyssa Dineen: Visit Style My Profile: https://stylemyprofilenyc.com/ Follow Alyssa on Instagram: /alyssadineen Follow Alyssa on TikTok: /alyssadineen