If there are those here who are planning to upgrade, we here in Support would like to get a pro-active view on it to better plan for any troubles. Also, we could start a pinned upgrade post specific for upgrade discussions. Maybe we should have a section on this forum dedicated to upgrading.
We will be upgrading from 8.2.1409 to the latest version 9.2.7. Are there any pitfalls to jumping that many versions or issues to plan for? The server/console/db are all on the same server and it is on Windows Server 2008 R2 SP1 with SQL Server 2008 R2. What kind of maintenance window should we schedule for the upgrade?
The size of the maintenance window depends upon partially how big your environment is.
Definitely make backups / snapshots / db backups before a major upgrade like that.
You could actually do a “DR” process, by setting up everything from scratch, migrating the data/db/ect…, and switching over to the new infrastructure, with the option to switch back if something goes wrong.