I have set up one SSD RAID. This was a RAID 10 with 5 drives. To be honest, Solid State is just not stable enough or developed enough to perform in RAID 10 better than 10k drives. However, in raid 0 or 1 I don't forsee you having any problems. The problems I had I think were in the controller card, not the drives themselves. 60GB should be plenty to install windows 7. I would also install any applications on that drive that you use regularly (i.e. office, photoshop, etc.)
Not so sure about your upgrading question. I hate upgrading OSs and will always wipe the drive clean first. But your other concerns I don't think you have anything to worry about. I run a single SSD in my home machine and have had absolutely no issues with it whatsoever. Server solutions are a different story... but seeing that you do not want that, I think you'll be just fine.
Hope I helped in some way