How AI Turned Job Applications Into a Joke

Sorry to break it to you… but the most honest cover letter you’ve ever written is probably also the most unemployable one. In this episode, I talk about my long, painful relationship with cover letters—and how AI quietly ruined (and exposed) the whole hiring game. I walk you through my journey of watching recruiters, candidates, and algorithms outsmart each other in the modern job application circus. From AI-written cover letters to recruiters using AI to read them, this is what hiring looks like now—and why sincerity is suddenly back in fashion. I share three very questionable strategies for writing a cover letter in the age of AI, ethics, and resume keyword obsession. If you’re navigating job search, hiring, or recruitment in 2025, this episode might help—or get you blacklisted. Either way, you’ll never look at a cover letter the same way again.

Discussion Topics: How AI Turned Job Applications Into a Joke

  • Why cover letters exist — and why you hate them
  • How AI quietly broke the cover letter game
  • Trick #1: The fastest way to stand out instantly
  • Trick #2: Using AI without getting caught
  • Trick #3: Radical honesty recruiters don’t expect
  • Extra tricks recruiters secretly fall for