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Jason Woodrow has a diverse work history, starting with their role as a Software Developer at ServiceView Management Systems in 1994. Jason then worked as an Analyst Programmer at Progressive Software from 1996 to 1999. From there, they joined Imperial Marketing as a Systems Analyst/Developer, eventually becoming the IT Manager in charge of project management and development initiatives. In 2010, Jason became the Owner and CEO of Compliance Science Software, where they oversaw strategic planning and implementation. Jason also held the position of VP of Operations and Manager of Product Development. Following their time at Compliance Science Software, Jason co-founded Contractor Compliance Inc. and served as the Chief Technology Officer. Currently, they are working at Univerus, first as the General Manager and now as the EVP R&D. In these roles, they are responsible for ensuring strategic alignment, managing acquisitions and technology adoptions, and developing key relationships with stakeholders.

Jason Woodrow attended the University of Windsor from 1989 to 1994, where they earned a Bachelor of Computer Science (BCS) degree with a specialization in Computer Science. In 1993, they also completed a Certificate program in Computer Programming Systems Analysis at the Toronto School of Business.