Arlo Dempsey

WORK HISTORY

EDUCATION

ABOUT ARLO DEMPSEY

With an engineering foundation and a career in technology strategy, I help organizations navigate complex technology transformations by bridging business strategy with modern digital architectures. I’ve worked across multiple industries, with a strong focus on financial services, banking, and payments, where I partner with executives as they modernize their platforms, operating models, and customer experiences. Key areas of expertise include- Technology strategy & enterprise transformation - Target operating model design and execution - Business capability development & architecture governance for scalable transformation - Payments modernization and digital platforms - Stakeholder alignment across business and IT leadership I thrive in environments where I can untangle complexity, bring structure to change initiatives, and align cross-functional teams around a clear path forward. My approach combines strategic thinking with hands-on delivery, ensuring recommendations turn into measurable impact. Highlights include- Played a key role as workstream lead in a $50M+ payment system implementation - Served as point of contact for payments and application ecosystem expertise in a $500M+ core banking system migration, ensuring alignment of critical interdependencies - Supported delivery of a $65M+ annual payments modernization program Always open to exchanging ideas on technology strategy, architecture, and financial services innovation.*views expressed are my own.