Focus Areas


  • Y-Combinator Alumnus
  • BS in Civil Engineering, University of Illinois at Urbana-Champaign
  • MS, Journalism, Northwestern University
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Chris helps clients solve thorny problems using technology. He brings a knack for matching pieces of business value chain with technologies that can enhance and simplify operations. Chris has a track record of unlocking extra value in private equity and venture capital investments through thoughtful technology implementations.

Most recently, Chris worked at Liberty Advisor Group where he helped private equity clients identify profitable technology plays within their portfolio. He led technical and commercial diligence efforts at Liberty, bringing his experience from the venture capital world to help clients form investment theses in markets where technology plays a chief role in shaping the future.

Prior to Liberty, Chris worked with Funders Club, a VC shop with investments in Coinbase, Slack, Instacart and Gitlab. His technology investing background traces to a startup he co-founded, Aisle50, which was funded by Y Combinator and offered grocery subscriptions to consumers; it was acquired by Groupon in 2015. Steiner later served as an entrepreneur-in-residence at Northwestern University’s technology accelerator, The Garage.

Chris has a background built for technology advisory and seeks with Cuesta to build long-term relationships around finding leverage via software. As an engineer who builds his own applications, he’s familiar with the latest cloud offerings and methodologies, and as a former operator he knows where to look to best assess a company’s technology health and profile. Chris is a New York Times Bestselling Author of two books, including Automate This, How Algorithms Came To Rule Our World. His writing has appeared in The New York Times, The Wall Street Journal and Forbes magazine, where he was a senior technology writer.

Chris lives in Evanston, Ill., where his family tolerates him as a youth hockey coach and as an enthusiastic skier who insists on traipsing about the Rockies every winter. For skiers bent on being on the right snow at the right time, Chris built