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decision makers don't really care about their workers and only seek to check boxes

Decision makers are simply a cog in the sales and marketing machine. 92.4517% of enterprise software decisions are driven by the relationship between the machine and decision maker without any regard to features, functionality, or fit.

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I can't tell you how true this is. The first company I worked for merged with another org, and one of their muckity mucks was given the Director of Innovation position or something equally vague, whilst I was in charge of everything IT. It was absolutely shocking to me how much stuff he did was just bring in consultants he had a past relationship with who would promptly sell him some piece of overpriced enterprise software and charge us huge sums of money to integrate. Didn't matter if there was already a system in the org doing that, didn't matter how our evaluation went, didn't matter if it failed load testing, shove it in. And somehow after every project he was involved with failed, he just kept failing upwards.

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