Use Case: a need to notify two distinct user groups of some workflow transition. For a project there may be a constant number of users who need to be updated on an 'Issue Updated', but, perhaps there is an approvals step whereby a QA engineer approves the validity of some bug, and a development team is then notified (but not necessarily yet assigned).

JIRA doesn't let you throw multiple events (2) per transition, yet, I can't think of a reason why it couldn't?