Here's an investing question for you gurus. I recall back in 2008, I decided to move my IRA over to a Roth and pay the taxes. My IRA wasn't very big at the time, but then 2008 happened, and the value of it shrunk appreciably, so I moved it back to the IRA witnin the 6 month window. It had still shrunk, but I wouldn't be paying taxes on the original value.
So, I was mulling doing something now, my IRA is quite a bit larger for various reasons, so I'd only move part of it, but I'm concerned with the market being at record highs and going higher (DJIA +600 today). I need to pull some out to pay bills, but I'm loathe to recharacterize much at these prices.