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I have a VPS running debian lenny, and I currently am running a Ruby on Rails application that uses Rails 2.3.5. This application works fine by itself, and uses Apache 2.2 with mod_rails.

I would like to additionally install another Ruby on Rails application that uses Rails 3.0.6.

However, I am concerned that there may be a conflict in how each RoR application refers to the different rails installations, and I definitely do not want to break anything in the already-working application by installing the new one.

Is there a sure-fire method of installing these two versions of Rails side-by-side on the same server, safely?

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mod_rails (i.e. Passenger) will just take care of this for you.

http://www.modrails.com/documentation/Users%20guide%20Apache.html#_installing_multiple_ruby_on_rails_versions

You can have multiple rails gems installed, and your application's config.rb will define which version of rails to use.

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