He bought parking lots, added AI—then raised $3.5B. | Alex Israel, Founder of Metropolis cover art

He bought parking lots, added AI—then raised $3.5B. | Alex Israel, Founder of Metropolis

He bought parking lots, added AI—then raised $3.5B. | Alex Israel, Founder of Metropolis

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Alex and his co-founders spent 2018 pitching parking lot owners on computer vision tech. Every meeting ended the same way: "Cute startup, come back in 30 years."

So they did something else—they bought the parking operators and implemented the AI themselves. VCs called them delusional. But today, Metropolis has 20 million members adding 60-80,000 new users daily. Every 1-2 seconds someone signs up.

Alex's biggest lesson? When enterprise customers won't adopt your tech, don't convince them—buy them. Sometimes the only way to disrupt an industry is to become the industry.

Why You Should Listen:

  • The "growth buyout" playbook—buy old companies to force your tech
  • Why adding friction made their product better
  • The counter-intuitive metric: success = less time users spend in your product
  • Why VCs said "absolutely not" to their best strategic move


Keywords:

startup podcast, startup podcast for founders, Metropolis, Alex Israel, computer vision, growth buyout, parking technology, M&A strategy, enterprise sales, B2B SaaS

00:00:00 Intro

00:03:05 Seeing the parking opportunity

00:06:37 The original vision

00:12:33 Raising $7.5M and leasing the first two parking lots

00:16:04 First customer transaction

00:22:58 The growth buyout strategy

00:27:54 Acquiring SP Plus with 23,000 employees

00:34:32 Building beyond parking


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