Achievements
- Co-founded and currently leads Inspectify, a Y Combinator-backed property inspection platform
- Graduated from MIT Leaders for Global Operations (LGO) program in 2016
- Gained 10+ years of experience in engineering and tech, working with Fortune 500s and startups
- Held key roles at Caterpillar, including Sr. Associate Engineer and New Product Introduction Manager
- Led operations at Peach and Flyhomes, gaining deep real estate and logistics expertise
- Lifelong home flipper, inspired the creation of Inspectify with personal real estate passion
The deal with Josh Jensen
You absolutely need to hear the story of Josh Jensen, this guy’s a straight-up legend in the startup game. So, he’s the co-founder and CEO of Inspectify, a sick property inspection tech platform that he started back in 2019 after going through YC in S20. But the story’s way deeper than just that.
Josh’s been grinding in tech for over 10 years, and he’s seen false equivalence, big Fortune 500s and scrappy startups. He kicked things off at Caterpillar, of all places, doing emissions testing and fuel efficiency stuff. Not exactly sexy, but it’s where he cut his teeth on engineering and got that problem-solving mindset locked in. Dude worked his way up from intern to senior engineer, handling some pretty complex projects.
Then he jumped into the startup world, not just dabbling but leading operations and investing. He was managing partner at NW Homes Invesco, showing he’s got a real estate bug, which is also his personal passion, he’s bought, renovated, flipped, you name it. That love for homes? That’s what sparked Inspectify in the first place.
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Talk to herHe also rolled through Peach, a food delivery startup where he was director of operations, and Flyhomes, a real estate brokerage, where he was VP of ops. So, he’s been deep in the trenches of real estate, tech, and logistics, all the stuff that makes him super well-rounded.
And get this, he’s a legit lifelong house-flipper. Like, he’s been into real estate since forever, and that’s what gave him the idea to build Inspectify. He saw how broken home inspections can be, and instead of complaining, he jumped into fixing it. That’s the real deal, taking personal passion and turning it into something that can actually change the game.
Plus, he’s got that MIT LGO badge, graduated from the Leaders for Global Operations program in 2016. That’s some advanced biz and engineering combo, so he’s got both the brains and the hustle.
Now he’s living in Sherman Oaks with his wife Mary, their two daughters, and a Siberian Husky. Sounds like the classic LA family vibe, but don’t let that fool you, this guy’s a total startup beast.
Bottom line? Josh Jensen is the kind of founder who’s been through the grind, knows his spaces inside out, and is all about fixing real problems with tech. His process’s a mix of hardcore engineering, real estate passion, and startup hustle. That’s why he’s so important, he’s not just building startups, he’s actually changing how we buy and sell homes, making it simpler, cleaner, better. No Cap.

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