Wow, what a clusterf(#$. I am getting ready to write a new app in 3.x so I figured I would upgrade a legacy app to run on 1.9.x to ease deployment, eliminate proxying requests, gain performance, etc, etc.
What a nightmare.
RubyGems 1.8 throws up all over the screen complaining about it's own code. The RubyGem poobah apparently thinks this is "a good thing"/ won't fix. Certain versions of rubygems don't like certain versions of rails. Rack apparently made a change to set_cookies! which breaks rails (expiry) Bundle doesn't like using rails from git, because there are no gemspecs etc, etc, etc.
I was hoping to use the latest version of ruby, rack, and rubygems with a 2.3.x app. Starting to think it's impossible. In order to use 1.9.3 I think (haven't actually tried this variant yet) I have to use a downgraded rubygems + 2-3-stable branch from github + stop using bundle. Maybe.
I liked the whole "convention over configuration" thing, and "it just works". Not anymore, it looks like i've descended into a propellerhead's version of DLL hell.
That is all.