Multiple Users On Multiple Windows 7-64bit Systems?

We have three medical clinics and the front desk staff float from clinic to clinic depending on their schedule. I only started here a few months ago and I am working on upgrading their Dell xp systems to Windows 7 systems.The problem begins to crop up when say a user named Sally will come in and sit down at this system for the first time.. Well, she needs to login, click on outlook icon, let it find her exchange PST and copy settings to her user profile, then she launches the application for the scanner that she uses to scan in ID's and insurance cards for every patient coming in.. The scanner is set to default settings and needs to be tweaked on color depth and double sided, etc.. Then after that, she needs to launch her Medical EMR application.. and then choose various options in the citrix client, ..TL;DR - Each user needs to spend 20 minutes resetting the defaults at this updated system.
Well this is fine except, I am planning on updating 2 front desk systems at each clinic, the user Sally will need to do all these things EACH time she finds herself sitting down at a system I just swapped out the previous evening.My thought is this, put a single system down in one clinic and let it sit a week giving most of the float users a chance to work on it for a day, setting all of their preferences etc.Once I get a bunch of them with user profiles on the local drive, grab an image of that drive and just deploy that to each system I roll out..Couple issues I am running into:First would be that I would have to register each Windows 7 copy with a new serial, which I have The next issue is, we have a mis-mash of Dell optiplex systems. 330's - 380's even a couple 320's..