Andrew Ambrosino

No cap, here’s what’s up with Andrew Ambrosino. This guy’s a straight-up tech hustler with a wild story. He’s part of the W19 batch at YC, so he’s been through the startup grind firsthand. Dude’s got a killer background, he’s worked at giants like Microsoft and Google, which already shows he’s got mad skills. But what really sets him apart is his process from big tech to startup founder, and how he’s been all about solving real problems for real people.

Back in 2017, Andrew jumped into the startup world with Catch, a Y Combinator-backed company. Catch was all about helping gig workers and freelancers get benefits, you know, health insurance, safety nets, stuff most full-timers take for granted but gig workers often get screwed on. That’s a huge deal because the gig economy is booming, but the safety net isn’t keeping up. Andrew saw that gap and said, “No cap, someone’s gotta fix this.” So he co-founded Catch, took on roles as CEO, CPO, and CTO, basically doing everything to make it work.

He crushed it. Catch was recognized for making a real difference in fintech and health insurtech for freelancers and contractors. It was so effective that it eventually got acquired. But what’s dope is his motivation, he genuinely cares about people who don’t have the traditional benefits, those outside the 9-5 grind. That’s why he’s been so focused on building solutions that actually help these folks survive and thrive.

Before all that, Andrew’s been deep in the tech scene, working at Kleiner Perkins as a design fellow, which is a big deal in VC circles. That shows he’s got a sharp eye for design and product, not just tech for tech’s sake. He’s also dipped his toes into startups like Kyper, Pairable, and Upthere, plus he’s been involved with Salucro and MITRE, so he’s got a pretty broad range of experience across health tech, fintech, and more.

What does all this say about him? I’d say he’s driven by a real passion to make the gig economy fairer and more sustainable. He’s the kind of guy who sees a problem and jumps in, no bullshit, no hesitation. He’s not just in it for fame or fortune, he genuinely wants to make a difference, especially for the underdogs. That’s why he’s so important, he’s one of those founders who cares more about lifting others up than just chasing his own success.

So yeah, Andrew Ambrosino isn’t just some tech guy. He’s a builder with a purpose, someone who’s been through the trenches, learned a ton, and is out there changing the game for gig workers. That’s the real deal.