Chronically Single

Nov 21, 2025 — In Episode 18 of Chronically Single, we dive into wedding date etiquette, ex encounters, and being embarrassed to have a boyfriend.This week I’m breaking down:💍 When it’s appropriate to bring a wedding date—and how to avoid making it awkward.👀 What...

Oct 31, 2025 — Ep. 17 | Do You Find Love When You Stop Looking? 💔✨In this episode of Chronically Single, I dive into my new dating theory— do you actually find love the moment you stop searching for it? I’m talking about my dating dry spell, why I deleted all my...

Oct 10, 2025 — In this episode of Chronically Single, Kellie and I talk travel, dating, and confidence. From unforgettable Greece adventures to her double header (yes, two dates in one day!) — plus how she met someone during a Milan work trip.Kellie’s biggest lesson?...

Oct 03, 2025 — Following a three week intermission, I'm back to give you a recap on my sailing adventure in Greece with our hot Italian skipper. Plus, in honor of spooky season we talk about ghosting. I'll give you some ways to let someone down easy instead of...

Sep 05, 2025 — When it comes to the economics of dating, when should women start to pick up the tab? Ladies, I'll tell you how to avoid setting men up for failure on a first date. If you have money be a peacock. Plus, I'll give you some cost friendly date ideas that...