The Weakest Link
We used to have a mature process determining the best solutions.
Then we got a new VP who knew better than the IT Staff. (Accounting background) He ditched multiple on-prem servers on a 10GB managed and redundant network for Cloud apps. He dropped robust two year old PC's so everyone could have a cheap laptop that only had Wifi to go "mobile." Everyone is now complaining the laptops are underpowered to do anything. He reduced our security to cinders because it was "stopping people from doing their jobs" (Downloading PII to personal devices, tablets and phones that had no business holding that info). According to him, Apple is the best choice for business hardware.
And he is the loudest complainer when things do not go well, which they usually don't. Never takes any responsibility for his decisions and blames everyone else for his crappy choices. He's opened the company up to heavy duty fines when the PII info leaks and it's only a matter of time until someone loses an iPad.
The only bright spot was he was hauled onto the carpet at the last BoD meeting by one of the more IT friendly directors. All hope is not lost, yet.