Brett Chereskin

Brett Chereskin serves as the Chief Operating Officer at dub since July 2022, contributing to innovative retail investing efforts supported by prominent venture partners. As a Limited Partner at Stage 2 Capital and Context VC, Brett supports early-stage B2B software companies and veteran founders, respectively. Brett is also an angel investor at Truv and previously held key roles at Affirm, including Head of Business Operations, where operational processes were enhanced to fuel growth. Brett's extensive military background includes senior leadership positions in the US Army, where responsibilities encompassed education, leadership development, and the operational management of large teams. Academically, Brett holds a Bachelor of Science in Environmental Geography from the United States Military Academy at West Point and a Master of Science in Unmanned Systems from Embry-Riddle Aeronautical University.