I guess this could be the beginning
I'm going to start off as wisely as I can.
The Structure and Interpretation of Computer Programs will be first along with Why's Poignant Guide to Ruby and Programming Ruby. The first one is to get a good background on the abstract ideas behind computer programs and just the basic knowledge that appears to be a requisite for a great hacker.
The second set is for more practical purposes; I want to be able to hack on a variety of libraries as soon as possible while being exposed to a popular multi-paradigm language.
I might be wrong but it i believe that in Ruby I can program in a functional style as well as a 'strictly' OO style (whatever that means). I hope that this will keep me flexible enough to adapt to whatever tools or languages a find most appropriate for any future work, whether they be Lisp, Java, Cobol or whatever.