Roth Woes...I wish I could buy now...

I'm kind of sad i'm not purchasing anymore money in my Roth for the year. Shares are worth 7.85 as of fridays closing and I purchased some of them for $12.00-$13.00 when I first opened the account. (almost half the price.)
Honestly, part of me still wants to contribute some more cash for 2008--- but i'm not sure how much it will cost me to "buy back" some of my old CAL time (and that's an investment I can't afford not to do now--- since it will cost me somewhere in the ball park of 900-1500 to buy a year... instead of 5,000 + to buy a new un worked year-- I can't pass that up.)
Either way, my entire portfolio (minus cal PERS) is down 20%. It's hitting around $7400.00 (Roth Ira Cd, Roth Ira mutual funds, and the money in my old work account.)
I won't be able to do anything now. Extra money is going toward the plane ticket and the ALZ walk (if it's still on... there was a rumor going around that the team I joined has dissolved basically.) after that, i'm stock piling cash for the buy back... Depending on how much that costs... I may through in some more money and possible max the thing out-- only $600.00 more to max it out since I took $1,000 and opened a seperate Roth IRA CD.
Who knows... I may be able to use the 1036.00 I have in my old account to fund my buy back... and that would be just swimmingly grand. I'm still waiting for my perspectives to come in the mail so I can make new choices with what to do with the money. Apparently it's just been sitting there earning 1%. (that's just sad... poor money... not really earning anything.)