Our Team

Consultant & Fractional Executive, Enterprise Architecture

Andrew Winn

Andrew is an accomplished technology leader with an MBA focused on International Business and Finance. He brings extensive experience in IT management, solution architecture, and enterprise software design, including SaaS and cloud-based platforms. Andrew has led high-performing teams, guided long-range technology planning, and improved hiring and project delivery processes. He is skilled at translating complex technical concepts for diverse stakeholders and excels in client relationships, vendor management, and contract negotiations, consistently aligning technology solutions with business goals.

Projects & Experience

  • Sitting CEO of 3 Squared Circles, a DevSecOps software product company who’s platform offers twelve self-contained, air-gapped tools that enhance secure DevOps pipelines with discovery, governance, and automation features while ensuring data privacy and no telemetry collection.
  • National Solutions Architect for Fortune 500 retailer, leading projects that improve engineering processes, drive predictability, and increase velocity. 
  • Led application development and support initiatives for $3.8 billion Financial Services organization, driving the definition and actualization of enterprise Endpoint Solutions strategy.

Industries Served

  • Retail
  • Financial Services
  • Insurance
  • Technology Product / Software Development
  • IT Services & Consulting