I know it's kinda subjective but, if you were to put yourself in my shoes which would you invest the time in learning?
I want to write a web app which deals securely with relatively modest amounts of peoples private data, a few thousand records of a few Kb each but stuff that needs to be kept safe, addresses, phone numbers etc. I've done several web projects in PHP/MYSQL and have decided, handy though it is I really don't like PHP and don't want to do another large project in it...
As such I figure I'd best learn something new and so I am considering 2 options (although I'll happily entertain others if you have suggestions). I'm having terrible trouble deciding though. They both look quite involved so rather than just jump in and potentially waste days getting up to speed enough on both of them to make an informed choice I thought I'd come here and canvas some opinion.
So the two options I'm considering are...
One of the PYTHON Web frameworks - TurboGears seems well regarded?
Advantage: Of all the languages I ever tried Python is by far and away my favorite. There's loads of frameworks to choose from and I have done quite a lot of non web python coding over the last few years. 
Disadvantage: There's loads to choose from so it's hard to pick! Need to run single server process? or mod_python? which I don't like the sound of. What I do like is the notion of process separation and compartmentalization, i.e. if one users account is compromised it gives an attacker no leverage against the rest of the system. I'm not clear to what extent a python solution would handle that.
Writing it as a SEASIDE app Which I guess runs on a squeak app server?
Adv: From what I've heard it would permit good compartmentalization of users as each would have their own little private VM independent of all the systems other users which sounds wonderful from a security, scaling and redundancy standpoint.
Dis: I've not done any Smalltalk since Uni 15 years back and I never dug too deep into it then. I don't see much entry level help for seaside or that many projects using it. I suspect setting a server up to run it is hard for the same reason i.e. not because it's inherently hard but just cause there will be less help online and a presumption you are already rather au fait with Sqeak/Smalltalk.
So, what do people think? Would I be able to efficiently get the kind of strong separation and compartmentalization I'm after with a Python framework? Is Seaside as good as I think in terms of insulating users from each other? Might I be better off, security wise, sticking to the languages I'm most familiar with so I don't make any n00b mistakes or will Seaside be worth worth scaling the learning curve and prove more secure, comprehensible and maintainable in the long run? At the end of the day it's not a life or death decision and I can always bail if I start with one and then hate it so pls nobody get all holy language war and start flaming anyone! ;-)
Cheers for any replies this gets,
Roger :)
I've been getting into seaside myself but in many ways it is very hard to get started, which has nothing to do with the smalltalk which can be picked up extremely quickly.  The challenge is that you are really protected from writing html directly.  
I find in most frameworks when you get stuck on how to do something there is always a work around of solving it by using the template.  You may later discover that this solution causes problems with clarity down the road and there is in fact a better solutions built into the framework but you were able to move on from that problem until you learned the right way to do it.
Seaside doesn't have templates so you don't get that crutch.  No problems have permanently stumped me but some have taken me longer to solve than I would have liked.  The flip side of this is you end up learning the seaside methodology much quicker because you can't cheat.
If you decide to go the seaside route don't be afraid to post to the seaside mailing list at squeakfoundation.org.  I found it intimidating at first because you don't see a lot of beginner questions there due to the low traffic but people are willing to help beginners there.
Also there are a handful of seaside developers who monitor stackoverflow regularly.  Good luck.
Dilemma: Should I learn Seaside or a Python framework?