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>the time you’d need to spend convincing higher ups is still trivial

From this sentence alone I'm not sure how much time you spent working for a large company.

It's not just that you have to convince your manager, depending on how much is to be spent they have to convince theirs. Often creating very long decision paths.

And it's not only the time you spent but sometimes also the delay incurred that messes with this approach. Often enough even with buy in you get the answer that it can be planned for next year's budget.

One year delay later, you might get the approval, but it may be too late.

And if the company is large enough often they've already built a subpar internal solution that everyone is convinced you should use. Since it's "already working".



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