ICYMI - Dating: When Agreeing to Disagree Stops Working

Swiping past someone because their profile opens with a political slogan is now a dating strategy — and it might be the rational one. Tony Tedesco does it. Not because he disagrees, but because leading with that energy is a preview of every conversation to come. He's seen what happens when political differences stop being a quirk and start being a values gap. Jen Kirsch has a different approach: draw the line early, keep it light if you can, and know that nobody wins those arguments anyway. She learned that from years writing a column on reading the room — and from one car ride with her father that went sideways the moment someone mentioned the news. Topics: politics and dating, dating app red flags, political identity in relationships, relationship conflict, values alignment GUEST: Jen Kirsch, Tony Tedesco Originally aired on 2026-06-01