PropTech There’s something wildly poetic about a company that started by renting out church driveways and is now operating 300+ parking facilities across 38 states.
The journey from church driveways to 300+ facilities in 38 states reads like a masterclass in scrappy scale. From sacred ground to real estate battleground, AirGarage didn’t just find an angle, they engineered the operating system for a market no one respected but everyone needed.
Let’s talk facts, not fantasy. AirGarage just raised a $23M Series B, led by the deep thinkers at Headline Growth, with returning fuel from Founders Fund, Fourthline Capital, and select customers who weren’t just buying, they were investing. Because when your platform delivers 10x revenue growth post-Series A and starts throwing off cash, people stop asking for your pitch deck and start asking for your wiring instructions.
This isn’t some bolt-on layer to help landlords collect a few extra dimes. This is infrastructure intelligence, cloud-native architecture, a real-time dynamic pricing engine, patented license plate reading camera systems, and automated enforcement that’s more efficient than your local DMV on Adderall. And that’s before you get to the integrations with SpotHero, ParkMobile, and third-party PMS platforms. The play here? Take a latent asset class, parking, and turn it into a precision-run operation with live data, predictive analytics, and boots on the ground, snowplows included.
But none of this happens without three minds sharp enough to turn overlooked corners into venture-grade opportunity. Salute to Jonathon Barkl, Co-Founder & CEO, who went from NASA Space Grant to parking prophet. Respect to Scott Fitsimones, Co-Founder & CTO, who coded his way from CERN and Facebook to the guts of this platform. And credit to Chelsea Border, Co-Founder & Chief Data Officer, for turning raw lot data into strategic gold. This team doesn’t just understand the vertical, they rearchitected it from the asphalt up.
The lesson here? Sometimes the best startups don’t live in the cloud. Sometimes they live under your tires. AirGarage didn’t need to invent a new world. They just saw the value leaking from the one we already drive through every day, and built the stack to catch it.
Next stop: deeper into cities that never had a smart parking operator to begin with. Canada’s on deck. Retail, healthcare, and university campuses are lining up. And with a headcount ramping 50% by Q4, this isn’t a pivot. It’s a full-stack invasion.
AirGarage isn’t in the parking business. They’re in the value extraction business. From concrete chaos to monetized order, this is what tech looks like when it actually operates.
