If you can use Windows XP, then Windows 7 will be easy (says a 55 year old grandmother of one). I am personally not wild about Windows Vista.....being asked if I am sure that I want to do thing every single time makes me a bit crazy.
If you want a NEW computer with Windows 7, buy now. If you don't mind a used computer with Windows 7 - there's always eBay.
I'm sitting at one of two "matching" eBay laptops, both running Windows 7 right now (two story house and a fear of not having a working computer when it comes to running my embroidery machine - which will not be getting updated to run on Windows 8, according to the manufacturer).
I've heard from several people that Linux is easier - but my embroidery machine won't run on Mac or Linux, either.
Once I get a newer embroidery machine (gotta talk to VorGuy, my accountant of Scotts descent about when that might happen, before or after Phoenix, Arizona and Death Valley freeze over, I hope) - I'll think about upgrading to a more current operating system.
In the meantime - Windows 7 is advanced enough......