Joshua Sheppard is an empathetic AI and engineering leader with 20+ years of software experience and a decade in AI-focused roles, advising startups and scaling machine learning organizations. He combines hands-on delivery—building the first AI product and Data Science team at Infinite Campus and launching an event-driven AKS-hosted ML system that drove $1B in business impact at C.H. Robinson—with strategic CTO-level guidance for early-stage founders across mental health, education, finance, retail, and HR. He’s proven at improving engagement and efficiency (NLP tools +25% engagement, 30% faster development) while cutting costs and restructuring teams to retain talent during downturns. A coach of managers and player-coach supervisors, he emphasizes MLOps, scalable architecture, and pragmatic product roadmaps that align tech with business outcomes. Based in Eden Prairie, MN, he also speaks publicly about Kubernetes and systems design, bringing both technical depth and clear communication to complex engineering transformations.
10 years of coding experience
23 years of employment as a software developer
MS Management of Technology, MS Management of Technology at University of Minnesota
BS Computer Science, BS Computer Science at University of Minnesota Duluth
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Joshua Sheppard - AI And Technology Startup Advisor at Consulting