In this episode, I revisit my 2007 interview with Neville “Roy” Singham, the founder of Thoughtworks, Inc. Roy shares the story behind the company’s name, his belief in flat organisational structures, and his innovative approach to software development. He challenges the inefficiencies of large software corporations and reflects on the philosophy that made Thoughtworks a global force. We also trace his journey beyond 2017, when he sold the company, and explore his legacy in technology and executive leadership.

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