Awkward Tuesday Phone Call: Ex-Box

FULL SHOW: Friday, July 11th, 2025 Curious if we look as bad as we sound? Follow us @BrookeandJeffrey: Youtube Instagram TikTok BrookeandJeffrey.comSee omnystudio.com/listener for privacy information. 

Have a knack for trivia? Well, so does Brooke… Try to answer as many questions right as you can in 30 seconds. If you answer more correctly than Brooke, you win 100 bucks! Good luck!See omnystudio.com/listener for privacy information. 

When the woman on the phone today described her job to us we were SHOCKED… but is it something that would keep her from a happy dating life? Find out in a brand new Second Date Update!See omnystudio.com/listener for privacy information. 

Our listeners love dysfunctional relationships so much, we didn't wanna deprive you. Here's a segment from our Full Show feed that may have even more drama than a Second Date Update. Let us know what you think!  One of our listeners is willing to put herself in a very uncomfortab ... Show More

Is it ever okay to date your friends EX? Don’t ask us, in fact, just get ‘em on the phone for an Awkward Tuesday Phone Call instead!See omnystudio.com/listener for privacy information. 

Our listeners love dysfunctional relationships so much, we didn't wanna deprive you. Here's a segment from our Full Show feed that may have even more drama than a Second Date Update. Let us know what you think!  One of our listeners overheard their husband saying something VERY s ... Show More

Is it weird if a guy shows up to your date with two mysterious duffle bags? It happened to one of our listeners and she told us what weird things he was keeping in the bags in your Second Date Update!See omnystudio.com/listener for privacy information. 

Our listeners love dysfunctional relationships so much, we didn't wanna deprive you. Here's a segment from our Full Show feed that may have even more drama than a Second Date Update. Let us know what you think!  One of our listeners tried to do a good deed for his old high school ... Show More

Our listeners love dysfunctional relationships so much, we didn't wanna deprive you. Here's a segment from our Full Show feed that may have even more drama than a Second Date Update. Let us know what you think!  One of our listeners is about to get fantastic news… His wife went o ... Show More

One of our listeners has a looming conversation coming up and it’s one of the most difficult things you could ever talk about with a loved one. Before it happens they want our help via an Awkward Tuesday Phone Call!See omnystudio.com/listener for privacy information. 

Jordana and Jared have a fascinating discussion about exes, matchmaking, and being nosy about people's relationships. They take two questions posed by listeners. The first comes from a distressed lover scorned by someone who randomly started bringing up their ex. Number two deals ... Show More

Our listeners love dysfunctional relationships so much, we didn't wanna deprive you. Here's a segment from our Full Show feed that may have even more drama than a Second Date Update. Let us know what you think!    In your Awkward Tuesday Phone Call, one of our listeners is convin ... Show More

Our listeners love dysfunctional relationships so much, we didn't wanna deprive you. Here's a segment from our Full Show feed that may have even more drama than a Second Date Update. Let us know what you think!  One of our listeners has had a secret crush on his friend for 3 YEAR ... Show More