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Kevin Cawley

Co-Founder and Chief Architect with extensive experience in technology startups

Kevin Cawley is a prominent entrepreneur and technology executive based in Boulder, Colorado. He is the Co-Founder and Chief Technology Officer of Rook Capital, a fintech company focused on innovative solutions for homeownership and housing affordability. Rook Capital aims to address the challenges of liquidity and access to home financing through its unique financial products, including the Shared Value Investment™.24

Career Background

Cawley has an extensive background in technology and entrepreneurship, having co-founded several companies prior to Rook Capital:

  • DigniFi (2013 - 2021): He served as the Co-founder and Chief Architect, where he was instrumental in creating financing solutions for automotive repairs, emphasizing transparency and fairness in lending practices.13
  • Birdbox, Inc. (2012 - 2014): As Co-founder and CTO, he worked on media management solutions for businesses.1
  • LinkSmart, Inc. (2009 - 2012): He was the Co-founder and Head of Technology at this AdTech company, which was later acquired by VigLink.1
  • Covalent Data (2011 - 2012): Cawley co-founded this company focused on innovation intelligence before it was acquired by Wellspring.1

Education

Kevin Cawley holds a Bachelor's degree in Mechanical Engineering from The University of Texas at Austin and a Master's degree in Computer Science from the University of Colorado at Boulder.1

Current Role at Rook Capital

At Rook Capital, Cawley is dedicated to leveraging technology to enhance homeownership opportunities. The company utilizes decentralized finance (DeFi) principles to create accessible financial solutions for families, aiming to make homeownership more attainable for the next generation.34 In April 2024, Rook Capital was acquired by Legacy Group Capital, where Cawley continues his role as Chief Technology Officer.45

Cawley's work reflects a commitment to innovation in the housing market, addressing critical issues such as affordability and access to financing for potential homeowners.

Highlights

Apr 16 · rook.capital
Award-Winning Fintech Rook Capital acquired by Legacy Group Capital
Award-Winning Fintech Rook Capital acquired by Legacy Group Capital
Apr 16 · finance.yahoo.com
Award-Winning Fintech Rook Capital acquired by Legacy Group Capital
Feb 28 · pauldunay.com
Interview with Ed Messman and Kevin Cawley of Rook Capital
Interview with Ed Messman and Kevin Cawley of Rook Capital
Kevin Cawley
Kevin Cawley, photo 1
Kevin Cawley, photo 2
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Experience

Co-Founder at Legacy Group Capital
Co-founder and Chief Architect at DigniFi (May 2013 - December 2021), Co-founder and CTO at Birdbox, Inc. (March 2012 - January 2014)

Education

BS in Mechanical Engineering from The University of Texas at Austin (1988 - 1992), Masters in Computer Science from University of Colorado at Boulder (1999 - 2001)

Location

Boulder, Colorado, United States