Jailbreaking has come a long way since those early days so I figured I would try it again. Besides, everything I have is backed up somewhere and the worst thing that would happen is that I would have to restore it.
It worked perfectly, but I have to say that I was seriously underwhelmed at the results. I think the main reason I restored my iPad is because I am not really what some here call a "power user". It is not my "portable office" and I do not have the need to be connected 24/7.
90% of what I do is read books and listen to streaming audio (music and police scanners), although I have been known to shoot birds at pigs once in awhile! For what I do, the iPad running iOS is just fine, but of course, YMMV!