Riding the Wave: Career Lessons from Legal Ops Trailblazers

This CLOC Talk episode brings together three seasoned legal operations leaders, Jenn McCarron, Co-Founder & CEO of Contracts.ai, Mary Shen O’Carroll, CEO, LegalEng Consulting Group and host Mark Ross, Principal and Growth and Markets Leader at Deloitte for a candid conversation recorded on the floor of CGI 2026. They reflect on the unexpected “right place, right time” opportunities, bold career decisions, and pivotal moments that shaped their journeys in a profession that was still finding its identity. Through personal stories, they share the lessons, risks, and opportunities that shaped their careers in legal operations. Tune in for a must-listen conversation for anyone navigating the evolving world of legal operations.