For me, package management on OpenIndiana sucks. OpenCSW doesn't support IPS yet, the Oracle IPS repo is way outdated, and the SmartOS/pkgsrc packages don't install/build correctly. Compare this with my FreeBSD setup, where I'm building my own package repository with poudriere (which also handles my build customizations) and easily pushing packages and configuration data with Salt. I was especially disappointed with pkgsrc, since I figured that would be easy to get running.

That said, I haven't had a chance to try other Illumos distributions like SmartOS or OpenSXCE. Maybe the sysadmin experience is better on them.