Hello Aditya,
I have written a blog post:

http://www.gaurishsharma.com/2014/04/getting-rails-test-suite-running-on-jruby.html

To summarize, process is:

1. Run the test suite to find tests that fail on JRuby
2. Try to isolate the error source. if its a rails issue, please submit a 
PR,. the proposed fix doesn't have to be perfect solution, submitting WIP 
PR & asking for feedback should be okay. if its a issue in JRuby, then 
submit a PR there if you know java & can fix it all by yourself. Else, just 
open an issue on github describing what the problem is & provide them a 
small isolated code snippet which reproduces the problem.

General Guidelines:
1. Encoding issues are hardest to fix on JRuby.
2. if you get stuck which an issue that providing too difficult to 
solve/debug.  You can switch to another issue, Try starting with easier 
ones to get your feet wet.

--Gaurish

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