I contracted with a company that used an on-prem version of Jira. Their instance was painfully slow over VPN and I often wondered why they didn't add more resources thinking that this was the experience for everyone. Then I went on-site for a few days and the performance was night and day. On-prem, their Jira instance was the fastest I've ever seen, faster than the cloud version and felt snappier than Trello.

On-prem is great if everyone is coming into the office, but I think orgs should pay more attention to the "remote experience" of their on-prem tools.