Personally, I would update to 3.55 ofw first. Then I would go to 3.55 cfw and upgrade to one of the latest cfw's from that.
You might want to look into Rebug also. I am on the latest Rogero myself and enjoy it for everything I need.
I'm not sure, but I think I recall Rogero talking about moving on to other things and will not be updating his cfw. I could be wrong about that though.
Hell, I could be thinking back about Kmeaw!
You will have a lot of support around here no matter which cfw you decide to go with, but I think the Rebug "group" here is getting larger every day.
I have been thinking about swinging over to Rebug for that very reason.
I would much rather go to my grave not needing my gun, than go there wishing I had it.