It's always possible, but do you still meet Core Server and Database version requirements?
If yes, I would say to update 9.0 to SP3, than upgrade to 9.5, update with 9.5 SP2, upgrade to 9.6 and install the latest updates. SP2 is just released.
Just be prepared... Lots of changes! No more OSD Scripts for example, and no more delivery methods. I really recommend you build a new 9.6 server, migrating some things and creating other things new. It gives you much more opportunity to test and learn.
Thank you so much for the response. sorry it took me a little while to acknowledge. I will just try and do the updates in place like you stated. I think I will get to at least 9.5 SP2 and work with that a little while before going on to 9.6 and then SP2.
As 9.6 is the most different from them all, you might as well go all the way immediately... Not much use to learn changes that are changed again later.
You will most likely regret an in-place upgrade. As frank.wils mentioned it is highly suggested that you stand up a new server and migrate things over.
In place major version updates of any significant application would not be recommended and is especially the case with LANDESK.