Alyssa H. Fontaine is the Executive Vice President, General Counsel, and Chief Risk Officer at Tompkins Financial Corporation, where she leads the company's legal, compliance, and enterprise risk management functions. In this multifaceted role, she provides strategic guidance to the Board of Directors and executive leadership on regulatory matters, corporate governance, mergers and acquisitions, and litigation, while overseeing risk strategies across the organization's banking, wealth management, and insurance subsidiaries. Her work ensures Tompkins remains resilient in a dynamic financial landscape marked by evolving regulations and economic challenges. With over 20 years of experience in financial services law, Alyssa began her career at prominent regional law firms before advancing to senior roles at major banks, including positions in legal and compliance at KeyBank and M&T Bank. She holds a Juris Doctor from Syracuse University College of Law and a Bachelor of Arts from the University of Rochester, and she is licensed to practice in New York and admitted before the U.S. District Court for the Western District of New York. Alyssa's expertise in navigating complex regulatory environments has earned her recognition, including speaking engagements at industry conferences on topics like cybersecurity risk and ESG compliance. Under Alyssa's leadership, Tompkins Financial has strengthened its risk frameworks, successfully integrated key acquisitions, and maintained a flawless regulatory record during periods of heightened scrutiny from bodies like the FDIC and OCC. Her proactive initiatives in digital transformation and data privacy have positioned the company for sustainable growth, while her commitment to ethical leadership fosters a culture of integrity throughout the organization.