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Am I missing something? I'm genuinely surprised it was not deployed from the start on a dedicated server. Don't you make a cost analysis before deploy? And if the cost analysis was ok at initial deploy, why wait to have such a difference in cost before migrating? How much money goes wasted in such situations?

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Managed services have value. It's less to set up, less to maintain, and less worrying about waking up at 3am when something breaks.

I've spent time eating the costs of things like DigitalOcean or SaaS products because my time is better spent growing my revenue than reducing infrastructure costs. But at some point, costs can grow large enough that's it's worthwhile to shift focus to reducing infrastructure spend.

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