Dating My Assistant?!

Bretman and Miss Kay put their cousin bond to the ultimate test with a “who knows who better” challenge. From favorite foods and dream jobs to childhood memories and random hot takes, things get competitive fast. Some answers hit… others are way off.Produced by Dear MediaSee Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

This week, Bretman and Miss Kaaaye are fully in their coach era after an unexpected promotion to head track coach. They get into what it’s like mentoring the next generation, imposter syndrome, and why this new chapter feels so personal. Plus, Bretman surprises Miss Kaaaye with a spontaneous Thailand trip, they spiral into F1 obsessions, internet brain rot, and break down the chaos of their week- from work drama to random life lessons and everything in between.Produced by Dear MediaSee Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

We thought this would be a simple game… we were wrong.This week, we’re playing Would You Rather, but the questions get progressively more unhinged. From exposing your private messages to making impossible food sacrifices, we’re forced to choose between options that honestly feel illegal. Produced by Dear MediaSee Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

This week, Miss Kaaaye shares the most chaotic surgery nightmare that has us questioning if it’s a sign from the universe, Bretman has a full existential crisis about routine and life loops, and we talk about how Bretman actually got famous - from shoutout-for-shoutout days to realizing this whole thing was a real business.Plus: new music we’re obsessed with, childhood chaos, and the internet eras that raised us.Produced by Dear MediaSee Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

Class is in session, and Bretman  & Miss Kaaaye are getting litty and testing their knowledge with Ozzie’s “Are You Smarter Than a Fifth Grader?” trivia. Spoiler: they are not. They debate oceans, rewrite PEMDAS, forget what vowels are, presidential confusion, and a whole lot of coughing into the mic. Grab your hydration, keep your brain cells close, and pray for their teachers.Produced by Dear MediaSee Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

Bretman and Miss Kay rally behind Punch the bullied monkey, swap their wildest starstruck moments, and hype Alysa Liu’s iconic Olympic win - all before diving into another game of Slip-It-In.Produced by Dear MediaSee Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

This week on DaBaddest Radio, we introduce our very own military baddie and take it all the way back — from chaotic middle school lore (yes, the fight videos) to active-duty leadership and reporting for duty in real life.We’re talking glow-ups, growth, and what it actually means to evolve. From shaved-head menace energy to company commander confidence, this episode is giving transformation.Produced by Dear MediaSee Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

For the long-awaited Valentine’s Day special, Bretman finally brings on the most-requested guest in DaBaddest Radio history — his videographer and right-hand king, Ozzy. After months of hearing his voice (and seeing his hands), the man behind the camera is officially stepping into the frame. Happy almost-Valentine’s Day! May you all find a date who pulls up with flowers.Produced by Dear MediaSee Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

Today, Bretman and Miss Kaaaye take their bestie Cat on a full first-date experience: rapid-fire questions, love-language tests, turn-ons, turn-offs, and yes… a deep dive into why skinny jeans should be illegal. Plus: Miss Kaaaye’s guava-coconut mocktail, thrift hauls, sugar daddies, and a mini-therapy session disguised as a date.Produced by Dear MediaSee Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

Bretman and Miss Kaaaye are back with a full catch-up: workouts, injuries, dog drama, and big travel plans. They break down the stacked Best New Artist category at this year’s Grammys, share their glowing-skin secrets, and put their beauty knowledge to the test in a Sephora-powered Mythbusters game that proves once again Bretman basically invented skincare.Sponsors: Download Cash App Today. Cash App is a financial services platform, not a bank. Banking services provided by Cash App’s bank partners). Prepaid debit cards issued by Sutton Bank, Member FDIC. See terms and conditions at https://cash.app/legal/us/en-us/card-agreement. Discounts and promotions provided by Cash App, a Block, Inc. brand. Visit http://cash.app/legal/podcast for full disclosures.Shop Skincare at Sephora.Produced by Dear MediaSee Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.