Haywood Wells
@haywoodwells
Enterprise CTO driving platform modernization and AI-enabled digital transformation.
What I'm looking for
I am an enterprise Chief Technology Officer with 20+ years of experience leading platform strategy, modernization, and AI-enabled transformation across regulated and commercial environments.
I have governed and influenced $20–30M in annual technology portfolios, served as the final technical authority for architecture and security, and designed organizational hiring systems to scale engineering capability.
My work includes translating technical decisions into business outcomes, stabilizing at-risk programs, and positioning firms for growth through disciplined modernization and AI adoption.
I hold an MBA and a BSEE, and I am pursuing an Executive PhD in Management; I partner with executive teams to align technology roadmaps to regulatory requirements, risk posture, and long-term cost curves.
Experience
Work history, roles, and key accomplishments
Chief Technology Officer
Lucky Rabbit LLC
Jan 2018 - Present (8 years)
Owned enterprise technology strategy, platform modernization roadmaps, and AI adoption frameworks while governing $20–30M in annual technology spend and serving as final technical decision authority for architecture, security, and hiring.
Principal Application Developer
TechFlow, Inc.
Jan 2012 - Jan 2018 (6 years)
Led cloud modernization initiatives for federal and commercial clients, translating mission objectives into scalable architectures and phased delivery plans while supporting proposals and migration strategies.
Software Engineering Supervisor
Navmar Applied Sciences Corporation
Jan 2005 - Jan 2012 (7 years)
Supervised engineering teams delivering mission-critical defense systems, owning release planning, backlog prioritization, and quality controls in operational environments.
Education
Degrees, certifications, and relevant coursework
Claremont Graduate University, Peter F. Drucker and Masatoshi Ito Graduate School of Management
Doctor of Philosophy, Management
Enrolled in an Executive Doctor of Philosophy in Management program at Claremont Graduate University’s Drucker School of Management (in progress).
Tech stack
Software and tools used professionally
Availability
Location
Authorized to work in
Job categories
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