Achievements
- Achieved acceptance into Y Combinator W15 with Cribspot
- Scaled Cribspot from 15 to over 170 college towns during Y Combinator
- Led engineering, growth, and sales at Cribspot, successfully operating until 2018
- Worked as Senior Product Manager at Apartment List focusing on logged-in renter products
- Bootstrapping and building Hailey alongside co-founder Evan Dancer without VC funding
- Held roles at Microsoft Mediaroom, Boeing, Perceptual Robotics Lab, and Donegal Mutual Insurance
What's up with Tim Jones
Yo, so let me tell you about Tim Jones, this dude’s the real deal in the startup game. He’s a YC W15 guy, which already says a lot, YC doesn’t just take anyone, and he crushed it enough to get in. Dude’s been around the block with some heavy hitters and has a story that’s all about hustle, curiosity, and turning big ideas into reality.
He kicked things off back in college at Michigan, where he co-founded Cribspot, originally called A2 Cribs. His mission? Reinvent how students find and manage off-campus housing. No bullshit, he saw a problem that’s huge, students drowning in crappy listings, landlords struggling to fill spots, and he jumped into it. Led the engineering side first, then moved to growth and sales, which shows he’s got that mix of tech smarts and hustle. During YC, they blew up from just 15 college towns to over 170. That’s major. Cribspot was a tech-enabled property manager, basically trying to make renting for students smoother, smarter. They operated till 2018, which means they got solid traction and learned a ton.
After that run, Tim didn’t just sit around. He jumped into Apartment List in SF as a Senior Product Manager, focusing on logged-in renter products. The guy’s always been about making things better for folks, whether it’s students or renters in general. You can see he’s got this knack for building products that actually solve real pain points.
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Talk to herBut here’s the kicker, he’s now bootstrapping Hailey with his co-founder Evan Dancer. No VC, no bullshit, just grinding to make something that matters. That says a lot about his motivation. He’s not in it just to chase quick bucks; he’s genuinely about building stuff that’s useful and here for the long haul.
His background’s pretty wild, too, he’s got experience from places like Microsoft, Boeing, Donegal Mutual Insurance, and even some robotics research at Perceptual Robotics Lab. Dude’s been around big tech, big aerospace, insurance, all of which probably gave him a unique perspective on systems, scale, and what it takes to innovate across industries.
So, what does this all say about him? Tim’s a builder. He sees problems, gets in the trenches, and doesn’t stop. His whole process screams he’s driven by a desire to fix shit that’s broken, make life easier for users, and keep pushing forward no matter what. Starting Cribspot at college, scaling it during YC, then jumping into larger products, and now bootstrapping his own thing, that’s not just a resume. That’s a story of relentless curiosity, grit, and a passion to create something meaningful.
Bottom line? Tim Jones is one of those founders who’s been through it all, from college hustle to YC, big tech, big robotics, and now his own startup. He’s the kind of guy who’s always looking to learn, always pushing boundaries, and isn’t afraid to go all-in on what he believes in. That’s why he’s worth paying attention to, dude’s got the drive, the experience, and the vision to build the future trend.

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