Ken Toole
About Ken Toole
Ken Toole serves as the Chief Technology Officer at Vouch Insurance, bringing over 20 years of experience in the software industry. His background includes leadership roles at prominent companies such as Microsoft, Adobe, and DataRobot, along with advanced degrees in management and information systems.
Current Role at Vouch Insurance
Ken Toole serves as the Chief Technology Officer at Vouch Insurance, a position he has held since 2022. In this role, he focuses on leading the technology strategy and product development for the company. His expertise in AI/ML and SaaS plays a crucial role in shaping Vouch Insurance's offerings, particularly in providing tailored insurance solutions for high-growth companies.
Previous Experience at Microsoft
Before joining Vouch Insurance, Ken Toole worked at Microsoft Corp as a Test Manager from 1999 to 2005. During his six years at Microsoft, he contributed to various projects, enhancing his skills in software testing and quality assurance within a large technology organization.
Leadership at DataRobot and Atlassian
Ken Toole held the position of VP of Engineering MLOps at DataRobot for eight months in 2021-2022. Prior to that, he was the VP of Engineering at Atlassian from 2018 to 2019. His leadership roles at these companies involved overseeing engineering teams and driving product innovation in the software industry.
Educational Background
Ken Toole has an extensive educational background. He earned a Bachelor's degree in Music from Pacific University, where he studied from 1989 to 1993. He also holds an MBA from Cornell Johnson Graduate School of Management, completed from 2007 to 2009, and a Master's degree in Information Systems Management from Bowie State University, obtained from 1996 to 1998. Additionally, he achieved a Bachelor's degree in Accounting from Pacific University during the same period.
Military Service and Community Involvement
Ken Toole served as a Company Grade Officer in the US Army from 1993 to 1999, gaining leadership experience while stationed in Bamberg, Bavaria, Germany. He also served as Past Chairman of the Board at PROVAIL from 2007 to 2017, where he contributed to the organization's mission and community initiatives over a decade.