RILEY O’BRIEN advises startups, founders, venture capital funds, and strategic investors navigating growth, risk, and opportunity. Riley counsels clients across the full lifecycle of private companies, from formation and ongoing governance matters to complex financings, exits, and other strategic transactions. Having practiced in Canada and Bermuda, he brings a cross-border perspective to complex transactions, with experience spanning biotech, life sciences, software/SaaS, fintech, digital health, AI, consumer packaged goods, manufacturing, and robotics — particularly where regulatory nuance meets innovation.
Riley regularly represents both companies and investors in early- and late-stage financings, including SAFEs, convertible notes, preferred equity rounds, and secondary transactions. He also represents financial institutions (including BHCA-regulated entities) and other strategic investors in structuring and executing strategic investments.