FYI I received this from support with regards to having a management account with random password-
Unfortunately due to PI-005649 'Jamf Remote does not connect with a random 16 character password set for the mgmt. account' we will not be able to use Jamf remote if we want to use a randomized management account password. There is not yet a slated release for a fix. I have tied this case to the product issue to give it more weight. The workaround at this time is to use a static password for the management account.
The issue i was having was when trying to screenshare with a machine through Jamf Remote, I was getting status message "An incorrect Username/Password is entered for this computer". Hope this saves from people a headache.
