What 195 Jobs Teach You About Career Decisions

What this episode covers

He has one question tattooed on his arm: When was the last time you did something for the first time? For Gabriel DeSanti, that's not inspiration — it's infrastructure. He's a full-time content creator and co-founder of Staj who has gone to work across nearly 200 industries, filming two-minute windows into what jobs actually feel like from the inside.Most of our guests figured out their path after a disruption. Gabriel is building the thing that might have prevented the disruption entirely. He went to a trade school that spent a full year letting students try everything before committing to anything. He never got over how rare that was.In this episode, we get into why he walked away from a clear engineering path at 19 because one boss change showed him how fragile job satisfaction is, what nearly 200 jobs have actually taught him about what makes work meaningful, and why the first rung on the career ladder being broken might be the best argument for what he's building with Staj.Every executive we've talked to has a version of the same regret: I wish I'd known sooner. This episode is for that.Follow Who Moved My Career?! on Spotify or Apple Podcasts. And if this one landed, leave a review.

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Frequently Asked Questions

How long is this episode of Who Moved My Career?!??

This episode is 43 minutes long.

When was this Who Moved My Career?!? episode published?

This episode was published on April 24, 2026.

What is this episode about?

He has one question tattooed on his arm: When was the last time you did something for the first time? For Gabriel DeSanti, that's not inspiration — it's infrastructure. He's a full-time content creator and co-founder of Staj who has gone to work...

Can I download this Who Moved My Career?!? episode?

Yes, you can download this episode by clicking the download button on the episode player, or subscribe to the podcast in your preferred podcast app for automatic downloads.