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151. Bobby Tahir. On CTOs, PEs, AI, and Outsourcing.

My guest today is Bobby Tahir, a highly experienced CTO and technology executive with a track record of building, scaling, and modernizing engineering organizations in high-growth and private equity–backed companies.

In this conversation, we unpack what really changes for a CTO the moment private equity enters the picture: the shift in expectations, the compressed timelines for value creation, and the strategic mistakes that can quietly derail even strong technical leaders. Bobby shares what PE-backed CTOs often underestimate, and what the best ones do differently when the pressure is on.

We…

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