As the development of artificial intelligence (AI) outpaces regulatory frameworks, a new generation of leaders is emerging—those who balance technological innovation with ethical oversight. Oleg Fleitman is one of them. With over a decade of experience across financial services, healthcare, manufacturing, and startups, Fleitman has helped define what it means to lead responsibly in the AI era. His receipt of a 2025 Global Recognition Award celebrates his work on advancing AI in ways that support business growth while safeguarding integrity and trust.
Where AI Meets Regulation
Fleitman's journey into AI began with his role in building an in-house recommendation engine at Diversio, a workplace analytics company based in Toronto. This system powered the company's rapid growth, supporting major funding rounds and enabling the strategic acquisition of a consulting firm to expand its offerings. The platform's impact reached far beyond Diversio—serving clients across finance, technology, and international development sectors, including those working closely with governments and regulatory bodies.
Today, as Vice President within Citi's Executive and Regulatory Compensation team, Fleitman applies his expertise to calibrate pay-for-performance models that reward responsible risk-taking among senior executives. His work is especially timely as financial institutions seek to strengthen governance systems following recent market shocks.
"AI is an extremely powerful tool," he notes. "And as the saying goes—'with great power comes great responsibility.' Responsible deployment and oversight aren't just good practice—they're essential to preventing the next financial crisis."
Envisioning the Future of Financial Regulation
The global AI market reached approximately $189 billion in 2023, with projections pointing to $4.8 trillion by 2033, according to the United Nations. This estimated exponential growth calls for regulatory frameworks that evolve alongside technological advancements.
Financial institutions invested heavily in AI-driven solutions throughout 2024 to strengthen their risk assessment capabilities. Experts predict AI will become central to financial regulation by 2030.
Fleitman is exploring new ways to use AI to detect early signals of financial instability. Machine learning algorithms can help identify potential risks before escalation, reshaping how regulators handle systemic risk management. His forward-thinking strategy could transform how financial institutions and governments counter emerging threats, potentially stopping major economic downturns.
Fleitman sees AI not as a replacement for human judgment, but a tool to sharpen it. "The real power of AI lies in its ability to enhance decision-making," he emphasizes. "If embedded into regulatory systems, it can help create organizations that are both resilient and sustainable."
This approach reflects Fleitman's broader vision: to build systems that are not only efficient but ethically grounded and socially beneficial.
Reflections and a Look Ahead
Receiving the 2025 Global Recognition Award was a deeply personal moment for Fleitman. "This award is a validation of the work my teams and I have done to advance AI while upholding ethical standards," he says. "But more than that, I hope it inspires the next generation of AI and risk management professionals to see how their work can create meaningful, lasting impact."
Fleitman's story is one of balance—between innovation and responsibility, between speed and thoughtfulness. As he looks ahead, he's focused on scaling solutions that help organizations grow sustainably while staying aligned with the public good.
In an age of rapid AI acceleration, Oleg Fleitman is proving that the future doesn't just belong to those who move fast—but to those who build wisely.
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