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    • AI in Action Oversight AI leads the industry in Machine Learning for spend monitoring. Find out more about how we can help you see it all. Explore the Platform
    • Solutions
      • Procure-to-Pay Monitoring
      • Travel & Expense Monitoring
      • Purchase Card Monitoring
      • Vendor Statement Reconciliation
    • Compliance
      • FCPA/OFAC Compliance
      • Sarbanes-Oxley
      • Sunshine Act
    • Client Success
      • Implementation
      • Ongoing Success
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      • Resolution Services
      • Professional Services
    • Resources Browse our resource bank to find answers to many of your questions, and to help you understand how, with Oversight, nothing gets by you now. See all
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    • Company For two decades Oversight has pioneered AI-Powered technology to help our clients save millions of dollars. Find out more about our company and our people. See overview
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Terrence McCrossan

Chief Executive Officer

Terrence joined Oversight as CEO in July 2018, bringing more than 25 years of the payment industry, SaaS technology, and executive leadership experience to his role. As CEO, he focuses on driving Oversight to the next level as a leading provider of artificial intelligence-powered financial risk mitigation and compliance monitoring software solutions for Fortune 1000 business and government clients.

Prior to Oversight, Terrence served as Senior Vice President and General Manager for Comdata, a leading payments and fleet management division of FLEETCOR (FLT). Before Comdata, he spent 10 years in executive marketing, strategy, and operating roles with ADP, most recently serving as Division Vice President and General Manager of ADP Vantage HCM, a leading SaaS solution for large enterprises. Earlier in his career, he held sales and marketing positions at MCI and Internet Security Systems. Terrence has an MBA from Wake Forest University and a B.A. in Political Science from Villanova University.

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