TL;DR Summary: Debian 8 -> 9 can be done with some difficulties (see thread), unless you are on really tight budget or enjoy troubleshooting the clean installation + purchase of the migration tool is recommended. Upgrade 8->9 and then to Debian 10 is not recommended, I recommend to use the migration tool, too much headache. Hello Team, I was wondering if there are any special considerations for upgrade from Debian 8 to Debian 10 as Debian 8 is soon end of life (June 30, 2020). The reason I'm asking is there is a very different version of PHP 7.x (vs 5.6) which AFAIK is not backwards compatible therefore the websites need to be PHP 7 ready (that's obvious) - but what about ISPConfig itself? I did run search and found this. But AFAIK in that case the PHP was just minor upgrade from 7 to 8 and also the Debian upgrade was just 1 version up while I would prefer to skip version 9 completely. I installed the Debian 8 using your tutorial "The Perfect Server - Debian 8.4 Jessie (Apache2, BIND, Dovecot, ISPConfig 3.1)" - nothing extra or fancy. I did not install the optional XMPP Thank you all in advance. Edit1: Title changed as the upgrade is only going to be up to Debian 9, Debian 10 is simply too many changes I guess. Edit2: Added TL;DR summary.