No. The problem isn’t expertise — it’s CIOs that started their career in the 1990s and haven’t kept up with the times. I had to explain why we wanted PostgreSQL instead of MS SQL server. I shouldn’t have to have that conversation with an executive that should theoretically be a highly experienced expert. We also have CIOs that have MBAs but not actual background in software. (I happen to have an MBA but I also have 15+ years of development experience.) My point is CIOs generally know “business” and they know how to listen to pitches from “Enterprise” software companies — but they don’t actually have real-world experience using the stuff they’re forcing upon the org.

I recently did a project with a company that wanted to move their app to Azure from AWS — not for any good technical reason but just because “we already use Microsoft everywhere else.”

Completely stupid. S3 and Azure Blob don’t work the same way. MCS and AWS SES also don’t work the same way — but we made the switch not even for reasons of money, but because some Microsoft salesman convinced the CIO that their solution was better. Similar to why many Jira orgs force Bitbucket on developers — they listen to vendors rather than the people that have to use this stuff.