As one of a small handful of JIRA/other atlassian app admins at my company, yeah, this. The problem with pretty much anything Atlassian makes is that it's too

As one of a small handful of JIRA/other atlassian app admins at my company, yeah, this. The problem with pretty much anything Atlassian makes is that it's too easy to setup, in that you can have a working, but non-performant, awful to use system without much hassle. Best advice I can give here is talk to your users. Find out what they think sucks about your setup, and then actually work on those things. Do you really need 20 custom fields filled in by hand, or could that be automated? Do your PMs have any idea how the query syntax works? (Send them to class for this - seriously!) Does your workflow really need 19 disparate steps each with their own triggers and conditions? Beyond a certain point, you can't even reason about the system anymore. Someone, somewhere is going to have to compromise.