Terrence McCrossan discusses Oversight’s focus on AI-driven spend risk mitigation and compliance monitoring.
ATLANTA (Nov. 6, 2025) In a recent CityBiz interview, Terrence McCrossan, CEO of Oversight, shares insights from his tenure since joining the company in July 2018 and draws on his more than 25 years of experience in payments, SaaS, and executive leadership roles. McCrossan discusses Oversight’s emphasis on AI-powered financial risk mitigation and compliance monitoring, how the company’s approach differs from traditional audit methods, and the evolving challenges organizations face in managing spend risk. The interview also explores barriers to AI adoption, the balance between automation and human judgment, and how artificial intelligence is influencing the future of financial oversight.
Listen to the interview here.
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About Oversight
Founded in 2003, Oversight is a leading provider of AI-powered spend monitoring and financial audit technology that identifies and prevents fraud, waste and abuse in enterprise spend programs. The world’s largest companies and government agencies rely on Oversight to continuously monitor & analyze spend transactions, detect anomalies, and uncover hidden financial risk—enabling smarter, more efficient and more compliant decision-making across financial audit teams. Based in Atlanta, GA, Oversight has been recognized as a Great Place to Work™ from 2022 to 2025 and is consistently ranked among Atlanta’s top employers. Learn more at www.oversight.com.