Winston
Benedict

Change agent driving scalable, secure technology outcomes

PartnerCIO - CTO

Winston-benedict

Leadership Roles

  • Chief Information Officer – ACV Auctions
  • Chief Technology Officer – Destination Media (also known as GSTV)
  • Chief Technology Officer and Chief Information Officer, ANZ – Dentsu Aegis Network
  • Group Vice President, Global Client Technology – Dentsu Aegis Network
  • Executive Director, Finance Transformation and Sustainment – Ally Financial Services

Winston is a skilled coach to business leaders on how to empower profitable growth through digital transformation. Recognized as a change agent and diplomatic leader, he is comfortable in turnaround, fast growth, and highly competitive environments. His mission is to drive improved outcomes for business, so he starts by addressing people and process issues that limit intelligent use of enterprise systems. Winston also ensures cybersecurity governance while leveraging data to deliver business value. His industry experience spans media & entertainment, advertising, automotive services, and fintech. He is a servant leader with a strong commitment to empowering teams, fostering trust, and driving transformation through collaboration. Winston advises his clients on how to address technology challenges, embrace innovation, and set the stage to scale operations.

As a proven CIO and CTO, Winston has implemented cultural and organizational changes to align IT, security, and enterprise systems. He has identified areas of constraint to scaling the business and resolved complex issues through process improvement. His strategic approach also includes building partnerships with key vendors and an understanding of client expectations. Winston puts a sharp focus on revenue enablement and continually seeks cost containment or reduction. His ability to assess roadblocks then drastically reduce cycle times has yielded faster product launches, improved customer service levels, and impacted profitability. Winston has worked across a broad spectrum of enterprise platforms including SAP, Oracle-NetSuite, Snowflake, D365, Salesforce, Workday, Atlassian (Jira and Confluence), Power BI, and Media Ocean’s media planning & buying suite.

Winston graduated with a Bachelor of Science in Managerial and Agricultural Economics from the University of California, Davis. An advocate for continued education development, he has Agile Professional Scrum Master, Project Management Professional (PMP), Certified in Planning and Inventory Management (CPIM), and SAP Certified Consultant stature. His commitment to professional growth extends to his active involvement in the Society for Information Management’s Detroit Chapter and its Advanced Practices Council and serving as an advisor to tech startups through the Ann Arbor Spark incubator and the New Enterprise Forum in Ann Arbor. A licensed pilot and aviation geek, Winston volunteers as a docent at the Michigan Flight Museum.