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How to Reinvent Your Role Every Six Months

Ion Feldman, CTO at Rightway, has learned to love one thing about scaling a company from a kitchen table to nearly 1,000 employees: his job completely changes every six months. In this episode, Ion shares what it means to lead engineering when the role refuses to stay still—from writing code in the early days to building product, security, and data teams, and now shaping AI infrastructure. He explains how to stay hands-on without micromanaging, why he deliberately works himself out of roles by hiring people better than him, and how to preserve startup urgency inside a heavily regulated…

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