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Tony Tedesco and Jen Kirsch join Date Night to untangle why so many people are surrounded by love and still feel lonely. The problem isn't that love isn't there. It's that most people are busy performing it instead of building it.

Jen has been watching a specific kind of video go viral — women showing the Cartier bracelet, the birthday flowers, the champagne toast, then revealing what was actually happening behind each post. It's a cleaner illustration of the gap between presented love and felt love than any relationship expert could write. Tony puts it plainly: vulnerability isn't a weakness, it's the price of admission. And the memes he sends at two in the morning to the right people, at the right time, are his version of checking in.

The conversation closes with something more useful than advice — each person names one thing they actually need to do differently. Not better. Just differently. It turns out the gap between expecting love and creating it is smaller than most people think.

Topics: feeling loved, vulnerability, love languages, social media and relationships, dating advice

GUEST: Tony Tedesco | @‌tedescotony | Jen Kirsch | @‌jen_kirsch

Originally aired on 2026-06-29