Quote from lolatency:
R chokes on gig+ files
This is an interesting thread, and you seem like quite a bright guy. Good luck to you.
You've spoken about R a few times, so it might be worth mentioning -- re "chokes on gig+ files" -- Revo's new Win64 product (I assume from context you're using Win) --
http://www.revolution-computing.com/products/whats-new-revolution-enterprise-version2.php
http://www.revolution-computing.com/products/windows-64bit.php
They're a vendor of a "supported" build of R, and charge a few dollars -- but I wouldn't be surprised if they made you a deal, since you're an individual trader.
They're very, very good. One of their team is David Smith, ex-S+, who's the coauthor of the intro to R manual that comes with the base R distribution.
And there are also many other ways people solve the big-dataset-in-R problem.