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Reuben AdekeyeRA
Looking for a job

Reuben Adekeye

@reuben2crown

Software Engineer & Architect | Fractional CTO & Technical Advisor | AI Regulatory Evidence Expert translating EU AI Act into operational evidence.

Nigeria
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What I'm looking for

I’m looking for a senior technology leadership or product/innovation role where I can combine hands-on engineering experience with technology strategy, AI, and business problem-solving. I’m open to CTO, VP/Head of Engineering, Head of AI/Innovation, Product & Technology leadership, or senior technical advisory roles focused on turning complex technology opportunities into real value.

I build technology and AI systems that work in the real world — and increasingly, systems that can also be understood, governed, and proved.

For 20 years, I’ve worked across software engineering, solution architecture, product development, AI innovation, R&D, technical operations, and technology leadership. As former CTO of Chisquares, I led multidisciplinary teams of engineers, scientists, and domain experts in building AI-enabled research infrastructure & products. That experience shaped how I approach technology: start with the problem, understand the operating reality, and build systems that create measurable value.

Today, my work sits across three connected areas:
→ Product Strategy & AI Innovation: helping teams turn ideas and emerging technologies into useful products, platforms, and capabilities, from architecture and product strategy through engineering and delivery.
→ Technical Leadership: working with founders, CTOs, and leadership teams on architecture, technology strategy, product development, engineering challenges, and technical risk.
→ AI Governance & Evidence: helping organisations make their use and delivery of AI understandable, operational, and defensible. This includes turning governance and regulatory requirements into practical evidence: AI inventories, ownership and review processes, technical documentation, transparency measures, control mapping, and evidence for procurement, customer due diligence, security reviews, and regulatory conversations.

My particular advantage is operating at the intersection. I can engage with the business question, the product, the engineering implementation, and the governance requirement without treating them as separate worlds.

I’ve worked across industries, teams, and geographies. I’ve learned that good technology is rarely about choosing the newest tool; it is about understanding the people, constraints, workflows, risks, and outcomes around it, then building accordingly.

If you’re building something ambitious, navigating a difficult technology decision, or trying to make AI work responsibly in the real world, I’m open to a conversation.

Experience

Work history, roles, and key accomplishments

AD
Current

AI Regulatory Evidence Expert

AI Evidence Desk

Jan 2026 - Present (9 months)

Specialized technical advisory practice focused on helping AI-enabled businesses turn regulatory requirements into verifiable technical and operational evidence. Translates EU AI Act requirements into practical technical controls, evidence frameworks, and documentation structures.

CL

Chief Technology Officer (CTO)

Chisquares LLC

Jan 2023 - Dec 2025 (2 years 11 months)

Architected and led development of AI-driven research infrastructure, including scalable platforms integrating ML pipelines, global data collection, data analysis, and manuscript writing. Led a multidisciplinary team and drove full technology strategy from concept to market deployment.

Education

Degrees, certifications, and relevant coursework

University of the People logoUP

University of the People

Bachelor of Science, Computer Science

Bachelor of Science in Computer Science from the University of the People.

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