I had to educate management on the Oracle software...
Complementary to Nate, we had very assertive yet wrong management who insisted, decades before ChatGPT, that they knew what was what according to Oracle.
We were delivering turnkey systems to customers and needed EE due to Spatial. Oracle 8 (and 9 and 10) included spatial, trusting that you would pay Oracle for EE prices if you used it. (The features and software quality of spatial was, however, something else altogether...)
I had several complaints to our management about (a) why Oracle (b) again, why Oracle, and (c) when do we move to Postgres plus PostGIS for the spatial features.
Turns out they had only recognized the name, never mind the cost. PostGIS got serious, afaik, around the time Oracle 9 came out so we gradually moved ourselves and our customers to that.
Oracle's "development" license was, in fact, only a testing license. Whenever we asked what that really meant, their interpretation was that development activities were "production" and therefore license fees, plus annual maintenance fees at 15% or 20% of list price, were due for factory integration and test systems. Eventually management noticed this and accelerated the switch.
This was all for deliverable systems. Corporate IT had their own shitshow with Oracle audits. Think VMware.....oh my!