Episode 21: Mastermind (Bailey's Version)
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About this listen
This week on Disgruntled, we kick things off in full academic regalia because listen—if you spend $20K on a degree, you’re wearing the cap and gown as many times as humanly possible. Bailey shows up dressed like a commencement speaker with nothing to lose, proudly debuting a bejeweled graduation cap that reads “Mastermind” (yes, that Mastermind—Taylor Swift, we see you 👀). Major shoutout to Kristin for absolutely crushing the cap customization game.
Then we get into the real chaos. Gill spirals over a tail light being out—because nothing activates adult panic faster than a dashboard warning you don’t understand—while Bailey rants about his car officially outsmarting him, locking him into a psychological battle he did not consent to.
Listener rants take us everywhere this week: Regina from Chicago is done with group chats; Lynn from San Diego questions why a “quick errand” turns into an endurance sport; and one listener from Georgia admits they don’t actually want to fix their life—just complain briefly, receive validation, and lie down. Honestly? Respect.
We close with a more tender moment as an anonymous listener shares what it’s like being a closeted gay man in college, feeling stuck between who he is and who he’s pretending to be—and asks how you finally choose authenticity when the fear feels louder than the truth.
It’s unhinged, it’s heartfelt, it’s mildly educational, and it’s exactly the kind of emotional whiplash we specialize in. 🎓🚗💡
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