U Up? Should I Break Up Before or After the Holidays?
Nov 28, 2025
The hosts dive into the whirlwind of post-Thanksgiving emotions and festive shopping habits. They compare their unique styles of Black Friday shopping and discuss the allure of luxury watches. A clever twist on white elephant gift exchanges sparks creativity, while they offer insights on navigating holiday gift-giving with family. In a heartfelt segment, they advise on whether to break up before or after the holidays, tackling the tricky dilemma with humor and honesty. Tune in for relatable holiday dilemmas and entertaining debates!
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Childhood Art Display Sparks The Ick
- A listener dated a man who returned from Thanksgiving with framed second-grade art displayed in his living room.
- Jordana and Jared debated whether framed macaroni art is a quirky red flag or just picky judgment.
Parents Offload Keepsakes, Transfer Guilt
- Jordana recounts parents gifting back old items and the guilt-transfer of keeping half-used possessions.
- Jared praises professional organizers who remove decision guilt by donating or disposing of items for clients.
Hire An Organizer To Ease Decluttering
- Hire an organizer to remove emotional friction when decluttering inherited or stored items.
- Use professionals to avoid guilt and make donating or discarding easier.