The Job Market Sh*t Show: How AI Broke Hiring and What Might Be Next

AI used to promise better work. Now it’s starting to promise no work at all. In this episode, Josh unpacks a deceptively cheerful Grammarly ad that suggests AI can handle your tasks so you can “get back to what matters.” Cute on the surface. Slightly terrifying underneath. He connects the dots to a viral essay arguing that AI is already replacing large chunks of knowledge work—from coding to law—and asks what happens when the tools don’t just assist us, but quietly outperform us. If AI can do the job, are we being freed… or phased out? And if the future belongs to those who know how to orchestrate machines, what does that mean for everyone else?

About The Job Market Sh*t Show

The Job Market Sh*t Show: How AI Broke Hiring and What Might Be Next is an investigation into how hiring actually works now, how AI and automation have upended the process, and why the old rules no longer apply. It blends reporting, analysis, and firsthand stories from inside a labor market that’s increasingly algorithmic, opaque, and indifferent to the people moving through it—while asking what, if anything, might replace a system that no longer seems to work for humans on either side of the process.

Job searching used to feel like a transaction: effort in, opportunity out. Now it often feels like shouting into a void. In this episode, Josh argues that hiring isn’t just dysfunctional—it’s starting to resemble a classic market failure, where companies absorb almost no cost for bad behavior while candidates absorb all of it. He breaks down how ghost jobs, opaque AI screening, and endless silence create a system built on information asymmetry and misaligned incentives. And then, a rare twist: Ontario, Canada introduces a new law that forces employers to disclose salary ranges, admit when AI is used, confirm whether a job is actually vacant, and stop ghosting candidates—or face serious fines. It’s a reminder that when the market won’t fix itself, something else has to.

About The Job Market Sh*t Show

The Job Market Sh*t Show: How AI Broke Hiring and What Might Be Next is an investigation into how hiring actually works now, how AI and automation have upended the process, and why the old rules no longer apply. It blends reporting, analysis, and firsthand stories from inside a labor market that’s increasingly algorithmic, opaque, and indifferent to the people moving through it—while asking what, if anything, might replace a system that no longer seems to work for humans on either side of the process.

Work is starting to behave like a scarce resource—and companies are adjusting their metabolism accordingly. In this episode, Josh explores how AI, short-term incentives, and belt-tightening are accelerating the unbundling of jobs into fractional roles, contractors, and piecemeal tasks. What once looked like flexibility and “portfolio careers” is starting to resemble something else: an uberification of work where organizations can buy talent in slices, avoid long-term commitments, and offload risk onto individuals. Josh unpacks why this shift feels sudden, why it may be structural rather than temporary, and what it means when stability becomes a perk instead of the baseline.

About The Job Market Sh*t Show

The Job Market Sh*t Show: How AI Broke Hiring and What Might Be Next is an investigation into how hiring actually works now, how AI and automation have upended the process, and why the old rules no longer apply. It blends reporting, analysis, and firsthand stories from inside a labor market that’s increasingly algorithmic, opaque, and indifferent to the people moving through it—while asking what, if anything, might replace a system that no longer seems to work for humans on either side of the process.