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Cannot enable extensions after upgrade
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On the other hand, if you do decide to stick with vanilla in the here and now, as stated earlier I'd suggest a fresh install with the latest version, let us know of any bugs and we'll work to flatten them from here on - locating and fixing bugs on an out of date platform I still think is slightly worthless as the methodology used now may be different even if the underlaying bug does still exist and can be uncovered using a different method - clearly you have your own opinion on that and with sound reasoning. I cant tell you what will happen a year down the line (I'd love to meet someone who can) and I know you're being philosophical to make the point but I personally choose not to live my life like that (then again i should probably start to - in the meantime I'm just a kid).
I'm sure you realise by now that there a lot of supporters of vanilla on here. That's to be expected. We are a bit rah rah but hopefully with good reason. I like to believe vanilla is a sound product - i dont doubt there will be more bugs uncovered in future but I think they'll be dealt with pretty effectively. It seems like I'm trying to sell something here when I really dont need to; I'm sure you'll come to your own suitable result.
The only folder which should need backing up is the conf folder but it wouldnt hurt to make a copy of everything and do a database dump too.