Jason Freedman

Yo, so Jason Freedman? The guy’s the real deal. Dude’s a serial entrepreneur who’s been crushing it since way back. He jumped into YC’s batch W12, then again in S09 – which already says a lot. That’s not just luck, that’s hustle.

He’s behind some pretty sick companies. First, there’s 42Floors – the commercial real estate search engine that he co-founded during YC. That thing raised over 17 mil and was snapped up by JLL, so he definitely knows how to build something that’s useful. Before that, he co-founded FlightCaster, a travel analytics company, which was also part of YC. So this guy’s been all about tech, data, and solving real problems from the jump.

What’s interesting is he’s not just a founder – he’s been deep in the YC system forever. Mentoring and reviewing thousands of startup apps, he’s helped countless founders get their start. He didn’t just focus on his own projects; he’s all about lifting up the entire scene. He’s been a YC application reader and mentor for years, dropping insights and pushing new founders to crush their goals. That kind of experience? No cap, it’s pure gold. He’s seen the startup world from every angle.

Right now, he’s a General Partner at Orange Collective, a VC fund that focuses on investing in YC companies before they even hit demo day. That’s a big deal – it means he’s got a keen eye for promising startups early on. Plus, he’s invested in startups like Cloudthread and Mosaic, so he’s still in the trenches, spotting the future trend.

Beyond that, he’s involved with Peak State Ventures and Knotel, though the details are a bit fuzzy there. But the vibe is clear – he’s all about startups, investments, and helping founders succeed. His process screams motivation: he started from scratch, learned the game, built real companies, and now he’s on the other side investing and mentoring.

What does this all tell us? Jason’s about more than just making a quick buck. He genuinely cares about startups, about innovation, and about sharing what he’s learned. He’s the guy who’s been there, done that, and now he’s helping others do the same. That’s why he’s so important – because he’s lived the startup hustle and keeps pushing the scene forward.

Bottom line? Jason Freedman is one of those guys you wanna watch. He’s a builder, a mentor, and a VC all rolled into one. The guy’s been in the trenches, crushed it with 42Floors, and now he’s shaping the future of startups through investing and mentorship. No bullshit – he’s the real deal.