Olivia Singh

Olivia Singh is a legal professional and LLM candidate at Osgoode Hall Law School, specializing in AI governance, intellectual property, and enterprise risk management. Currently at Tata Consultancy Services (TCS), she translates complex regulatory challenges into decision-ready insights for leaders, bridging law, risk, and innovation. Passionate about responsible AI adoption, she aims for senior roles shaping ethical tech strategy.

What makes you a Risky Woman?

I’m a Risky Woman because I challenge the status quo by demanding AI governance that balances bold innovation with ironclad accountability—spotting risks others miss and turning them into strategic wins. In male-dominated legal and tech spaces, I advocate fiercely for responsible adoption, bridging law, risk, and leadership to drive ethical progress.

Name your top 3 achievements

1. Led MSH compliance transformation: Drove third-party governance overhaul, securing ISO 9001:2015 certification and 80%+ GDPR adoption across enterprise operations.
2. Shaped AI governance at TCS: Pioneered risk frameworks for AI/IT regulations, enabling compliant innovation and executive decision-making at scale.
3. Built thought leadership platform: Delivered talks and content on AI ethics, legal tech adoption, and women in governance, positioning as emerging voice in high-stakes risk forums.

What is the biggest risk you’ve taken in your career?

Left journalism’s comfort for law school in the UK—then pursued my LLM at Osgoode—with no guarantees. That leap taught me resilience; now at TCS, I channel it into AI governance frameworks that turn uncertainty into strategic wins for enterprise risk.

What’s something most people don’t know about you?

I’m a big cinephile and a photographer.

What is the best quality for successful leaders in Risk?

The best quality for successful risk leaders is resilience—the ability to rebound from setbacks, adapt to uncertainty, and maintain clarity under pressure. It transforms challenges into growth, ensuring sustained leadership in volatile risk landscapes.