EP 011: The Junk Drawer Executive

Roast the Post gets its first listener-submitted job ad—and it’s a doozy. Ryan from Peterborough, Canada sends in a “Chief of Staff” role that reads less like a right-hand partner and more like a one-person corporate Swiss Army knife: recruiting, sales uplift, AI deployment, product launch, investor intelligence, and “unblocking the business” without permission. Jen calls it a crime against humanity (0/10). Paul splits the difference: the job sounds brutal, but the ad is unusually honest about the intensity (6/10). If you’ve ever wondered what a posting reveals about culture, power, and how much your life they’re expecting you to donate… this one’s a masterclass.

Full job ad and notes for job-seekers and hiring managers here :

https://roastthepost.substack.com/p/ep-011-the-junk-drawer-executive

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