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Re:Ask HN: As a CTO, what is your most frustrating problem w... by fgheorghe on Tuesday July 24, 2018 @09:28AM (#17600773)
"And you know this rewrite, like others in the past, will be a significant sink of time, and likely a catastrophe."

To avoid this establish clear goals for the rewrite phase and measure results. Don't just rewrite for the sake of rewriting. Have a session where you identify issues and how to tackle them.

From a CTO-Like perspective, getting rid of technical debt should happen frequently, while keeping business goals in mind.

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