Dawn Gillette
Head of Digital LendingDawn Gillette is the Head of Digital Lending at Grasshopper Bank, where she leads the bank’s digital lending businesses, including small business, SBA, and consumer lending. A seasoned financial executive, Dawn brings extensive experience across banking, fintech, and specialty finance. She has successfully built profitable lending businesses from the ground up. Known for her innovative approach, Dawn is passionate about leveraging technology to enhance financial products and services. At NBT Bank, she launched a national residential solar lending program and drove the digitization of processes across the organization. As CFO of Direct Capital, a leading small business lender, she built financing structures, drove significant growth, and developed the first fully digital secured financing process. She began her career at Bank of America. Dawn has served on several boards, including Stratyfy, Mendon Venture Partners, and Sungage Financial. She holds a BA from Boston College and is a CFA charterholder.























