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How screwed am I?
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There there. Rewriting from scratch never go smooth. You at least have 3 years I'd say.
Yeah. Everything depends on the complexity of the product, but it's just as likely that it's the new CTO and his team that gets canned when they get bogged down in the details and the costs start racking up.
Startups inside companies usually get shut down once the bill gets too high. I've experienced this first hand