Rails - Oct 2013 - Consulting about implementing ad-classified engine from the ground?

Hi guys,

I''d like to implement a professional advertising classified engine in
Ruby
on Rails with cutting-edge technologies from the ground similar to Osclass 
[http://osclass.org] but scalability as Craigslist, flexibility and 
customizability (integratable, theme customizable & plug-inable) as Spree.

I want to know your opinions about full of the project infrastructure. It 
includes about selecting best technologies for backend, middleware and 
frontend sides, best gems (authentication/authorization, theme customizable 
& plug-inable solutions, TDD, ...) and so on.

Can anyone gives me your best advices? And please provide with resources 
for best-practice.

Thanks!

P.S. Maybe It will be an open-source project under MIT license.

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