Kevin O'shea is a seasoned CTO and hands-on technologist with 14 years of experience building AI-driven SaaS platforms, microservices, and scalable cloud infrastructure. He has repeatedly moved between executive strategy and deep technical execution—personally architecting and coding MVPs and core systems in TypeScript, Node.js, React, GraphQL, and AWS while scaling teams to enterprise-ready organizations. Kevin led growth and exit trajectories (scaling revenue to $17M ARR and an acquisition) and delivered measurable product impact, including a TrayIQ pilot that drove 25%+ revenue growth for a retail chain. He combines practical generative AI experience (OpenAI, LLMs, prompt engineering) with infrastructure discipline (Docker, Kubernetes, Terraform, SOC2) to take products from prototype to regulated production. Comfortable as a fractional CTO or full-time executive, he intentionally keeps one foot in the codebase to retain technical currency. Based in Highland Park, IL, he also brings entrepreneurial chops from founding a consultancy that exceeded $1M ARR, indicating a blend of product focus and operational rigor.
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Kevin O'shea - Chief Technology Officer at Justice Bid