Massimo Chieruzzi

Massimo Chieruzzi

Y Combinator Logo Batch: S21

Achievements

  • Founded Creative Web and led as CEO for over a decade
  • Co-founded AdEspresso, grew it into a Facebook marketing powerhouse before its acquisition by Hootsuite
  • Served as CEO of AdEspresso from 2012 to 2017
  • Became General Manager at Hootsuite after the acquisition, focusing on Facebook ads and marketing
  • Co-founded Breadcrumbs.io, served as Chief Product Officer until 2025
  • Advised Facebook, recognized as a respected expert in the space

Here's Massimo Chieruzzi

Deadass, here’s what you need to know about Massimo Chieruzzi, this guy’s a straight-up startup legend but also super chill about it. Basically, he’s an Italian tech whiz who’s been crushing it across the board. From journalism to building companies, he’s got that hustle. Started out as a web guy, then jumped into the startup game hard.

Back in the day, he was CEO of Creative Web for over a decade, think of that as his grind phase, figuring stuff out and building his skills. Then, he co-founded AdEspresso around 2012, and that’s when he really made a name for himself. He took that company and turned it into a Facebook marketing beast, like, the go-to for Facebook ads. Dude was running the show as CEO till 2017, and then Hootsuite swooped in and bought it. After that, he stayed on as GM at Hootsuite, so he’s been deep in the Facebook/ads/marketing system. No cap, he’s an expert in that space.

But he’s more than just a marketer. In 2021, he jumped into Y Combinator’s S21 batch, still pushing boundaries and diving into new shit. Then, he co-founded Breadcrumbs.io, a big change in location data and analytics. He was Chief Product Officer there until 2025, all about building something that actually moves the needle.

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He’s also been an advisor at Facebook, which is like the badge of honor in the tech world, showing he’s respected by the biggest players. Right now, he’s the Chief Business Development Officer and on the board at Treatwell, which is a big deal in the online wellness space. Dude’s always changing.

What’s crazy about Massimo is that his whole process screams one thing: he’s obsessed with growing online businesses, mastering Facebook ads, and making shit happen. His background in marketing, combined with his tech chops, makes him the real deal. He’s the guy who’s been through the startup trenches, learned the game, and then kept pushing into new frontiers.

Bottom line: Massimo is a mix of technical genius, marketing guru, and relentless hustler. He’s the type of founder who’s not afraid to jump into new tech, learn fast, and lead with real impact. If you wanna know what it takes to build and scale in the digital world, look no further. That’s the story of someone who’s been there, crushed it, and still keeps pushing forward.

Founder ID: 103553

Industries

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