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Terrence Gatsby
Executive Technology Leader (CTO/CIO) specializing in AI/ML, cloud modernization, and FinTech
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About
Engineering/technology leader (CTO-style) with experience scaling orgs and running distributed teams across four continents for over a decade. Led a high-stakes modernization of a securities trading platform at Wedbush—migrating from monolith to microservices on AWS with zero-downtime constraints—driving 45% execution performance improvement and enabling 25% market share growth. Emphasizes business-aligned roadmaps, build-vs-buy rigor, and scalable engineering practices/culture.
Experience
Education
Key Strengths
- Aligns technology roadmaps to measurable 12–18 month business objectives
- Strong prioritization via build-vs-buy and differentiation vs commodity analysis
- Scaled engineering orgs with early leadership layers (domain leads at ~10; leadership team at 20+)
- Implemented scalable engineering operating system (code reviews, CI/CD, incident response, architecture reviews) without heavy bureaucracy
- Built culture of ownership, knowledge sharing/documentation, and psychological safety in growing teams
- Exec-level technical leadership focused on architecture strategy and developing senior leaders (not IC coding)
- Led phased modernization of a trading platform from monolith to microservices with AWS migration
- Delivered quantified outcomes: 45% execution performance improvement in 12 months; enabled 25% market share growth
- Managed distributed engineering teams across four continents for 10+ years with clear DRIs and async visibility
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