EP. 1963

Chieh Huang

Co-founder of Pelgo

March 30, 2026
chieh huang

What if the biggest threat to your career… isn’t losing your job—but becoming irrelevant before you even get one?

Right now, we’re watching something seismic unfold in the workforce. College grads are struggling to land entry-level roles. Companies are hiring more cautiously—or not at all. And quietly, in the background, AI is beginning to reshape not just which jobs exist… but whether entire career paths survive.

In fact, a recent survey of 5,000 unemployed Americans found that only 15% would choose a four-year college again knowing what they know now.

That’s not just a statistic. That’s a warning.

Today, we’re bringing on someone who is not just observing this shift—but actively building solutions inside it. Chieh Huang, serial entrepreneur and co-founder of Pelgo, is working at the front lines of what he calls the “intersection” of AI and the job market—helping workers reskill, reposition, and stay in the game.

In this conversation, we unpack:

  • Why entry-level jobs are quietly disappearing
  • The surprising roles AI is actually creating
  • What employers are really thinking right now about hiring
  • Why your ability to learn quickly may matter more than your degree
  • And how to use AI—not avoid it—to stay competitive
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