I've got a very similar configuration - 1.5gb ram VM server. I've had nearly 1300 users on it, but I don't think I'll be doing that again without allocating more ram/cpu to the system. Needless to say, the server was pretty taxed. So, we stood up a second for disaster recovery purposes (in addition to the hardware support offered by going virtual) and moved about 400 users onto the new server. After closely watching the CPU/Ram usage, general consumption went down nearly two thirds in total (not exaggerating - it was significant).
My personal preference in lieu upping the resources on one server would be to get a additional server up before you reach the 1k mark and to not exceed 900 given your configuration (using a shared database of course...). It would give you the option to move users should you need to and sets you up nicely for the HA features they're promising in 5.0.
Honestly, I wish there was a better science to it with the virtual systems.
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