Awkward Tuesday: Never Hire Friends

Every Sunday, we host one of our FULL HOUR episodes from our main show feed, Brooke & Jeffrey! We'd love to hear your feedback...but please send all negative reviews to Jeffrey. FULL SHOW: Friday, May 8th, 2026 Curious if we look as bad as we sound? Follow us @BrookeandJeffrey: Y ... Show More

Part 1 Our listener on the phone today says his date set a boundary before they even met in person. He had to say “yes,” to get a shot at her, and now we’re trying to get her to say “Yes” to a Second Date! Part 2 We promise you that you’ve never heard of anything like the move a ... Show More

Dennis wrote a SONG for Taylor after their night out and he’s not getting a call back. In exchange for our help with a Second Date Update he’s gonna let us PLAY IT on air too!See omnystudio.com/listener for privacy information. 

One of our listeners has a dilemma. Her friend asked her to tell the biggest lie of her life, or it might cost someone their career! We’ll help her through it in a brand new Awkward Tuesday Phone Call!See omnystudio.com/listener for privacy information. 

One of our listeners says it took her less than 12 hours from meeting a guy to completely ruining her chances. Find out how she did it coming up in your Awkward Tuesday Phone Call! See omnystudio.com/listener for privacy information. 

Something UNWELCOME has been living in our listeners apartment, and it’s HIS OWN FRIEND. We’re using today’s Awkward Tuesday Phone Call to try and break up a living situation while saving a friendship!See omnystudio.com/listener for privacy information. 

What do you say to your best friend if you know they’re about to make the biggest mistake of their life? Find out what we suggest coming up in a new Awkward Tuesday Phone Call podcast!See omnystudio.com/listener for privacy information. 

Is there a way to BETRAY a friend… but POLITELY? One of our listeners wants to do that, but she has a good reason for it and wants our help with an Awkward Tuesday Phone Call!See omnystudio.com/listener for privacy information. 

The guy in today’s Awkward Tuesday Phone call is looking for advice on how to take his relationship to the next level… physically… without sounding too weird.See omnystudio.com/listener for privacy information. 

One of our listeners felt so blindsided by what her friend and dinner party host asked them to do, that she's now been nominated as the spokesperson of the friend group to confront them about that weird and uncomfortable night!See omnystudio.com/listener for privacy information. 

One of our listeners had her daughter come home in tears and she says the only way to fix it is if we helped her a brand new Awkward Tuesday Phone Call!See omnystudio.com/listener for privacy information. 

The woman in today’s Awkward Tuesday Phone Call wants to preserve a friendship that might be on the rocks all thanks to her buddy's new girlfriend.See omnystudio.com/listener for privacy information. 

In today's Awkward Tuesday Phone Call, we’re helping one listener recover from an office holiday party that he says was the “GREATEST NIGHT” of his life… until his boss saw what he was doing…See omnystudio.com/listener for privacy information.