Chris Szymansky

Chris Szymansky

Y Combinator Logo Batch: S20

Achievements

  • Co-founded Fieldguide in 2020, leading its tech vision to automate audit workflows
  • Served as CTO at JazzHR from 2015 to 2018, building its engineering backbone
  • Led engineering, product, and design teams at Atrium, a legal AI startup, from 2018 to 2020
  • Built and led tech teams across multiple startups since 2012, turning ideas into real products
  • Pushing AI innovation to modernize the $200B audit industry with Fieldguide
  • Deep startup experience, from early engineering roles to leading industry-changing tech projects

Say hello to Chris Szymansky

Allow me to introduce you to the phenomenon that is Chris Szymansky, this guy’s a straight-up tech wizard with a crazy hustle story. He’s one of those founders who’s been deep in the trenches, crushing it across multiple startups, and now he’s making waves with his latest thing, Fieldguide.

So, Chris jumped into the startup scene pretty early. Before he even got to the shiny part, he was grinding at JazzHR, that’s a recruiting SaaS company. He was CTO there for a few years, leading engineering and product, really setting the tech backbone. The dude’s been building and leading teams since 2012, so he’s got mad experience in turning ideas into real products that actually work.

Then, he moved over to Atrium, a legal AI startup, where he was VP of Engineering, Product, and Design. That’s a big deal because it shows he’s more than just a coder; he’s all in on shaping the entire tech and product strategy. He was there from 2018 to 2020, right before jumping into his own big thing.

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And jump he did, in 2020, he co-founded Fieldguide, which is basically an AI platform for audit and advisory firms. Think about it: the $200 billion audit industry is super old school, super manual, and ripe for a shakeup. Chris is leading the charge to digitize and automate all that boring-ass workflow stuff, making audits faster, smarter, and way more fast. He’s the CTO now, steering the tech ship, and honestly, the dude’s the real deal, pushing the boundaries of what’s possible with AI in that space.

What’s wild about Chris? It’s not just about tech. It’s about his whole process, from building teams to leading innovation in legal AI, and now transforming a whole industry. He’s the type of guy who’s not afraid to jump into something new, learn fast, and then go all-in. It’s clear he’s motivated by not just making cool tech but solving big, real-world problems. That’s why he’s so important, he’s the guy who sees where things are broken and figures out how to fix it with code.

Bottom line: Chris is that rare mix of hardcore engineer, visionary product guy, and startup builder. He’s been in the trenches, learned what works and what doesn’t, and now he’s using all that juice to shake up a boring industry with AI. If you ask me, he’s the right person to lead the future of audit & advisory tech. No Cap.

Founder ID: 104837

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