98: Lessons from Two Decades of Digital Transformation in FSI

Our guest in this episode is Yakov Kofner, founder of C-Suite Counsel and publisher of FSI Digital Transformation Weekly. Yakov brings over two decades of hands-on experience in digital transformation across the financial services and insurance sectors. His background spans leadership roles at Gartner, Oliver Wyman, MasterCard, Bridgewater Associates, American Express, and McKinsey, as well as deep involvement in startups, operational leadership, and strategic advisory. In this conversation, we examine the key lessons Yakov has drawn from driving and advising on digital transformation initiatives—focusing on what has enabled lasting change, where transformation efforts commonly stall, and how financial institutions can better align innovation with business outcomes.