A retrospective, in receipts

The problem with doing my taxes so early is that I'm not quite ready to face the cold hard truth about my year as reviewed through my expenditures.

Since I'm not really great at keeping my calendar/log/journal, my receipts are the only real marker for how I spent my time as well as my money. This Quicken thing is a killer. Categorizing is kind of my worst nightmare and I'm pretty sure I'm not even doing it right. I can't imagine what my retrospective would look like if I actually used this software to its fullest potential. Basically I think it is genius to be able to download all my transactions from various financial institutions so I'm not typing everything into a spreadsheet. I am aware that it is like buying a fancy computer and then just using Word. I know I should learn to really use Quicken. Learning about finances did move up to #2 on my list this year. I've also heard there is a 2010 version of Quicken for mac coming out soon. I do love new stuff. So perhaps this will be the year.

I do know how to run a report to get my category totals. So yes, I am awesome. I flirt with the button that says it will show me my finances in graphs and pie charts but I never actually do it. Which is weird because I love pie. Truth be told I am terribly frightened of seeing a giant pie that says "clothing - kl" with just a tiny sliver of important stuff like "retirement." Again, I am awesome.

The retrospective usually goes something like this:

"huh, did I ever wear that shirt?"
"what the heck did I buy there?"
"Oh, I love that dress, why don't I wear that more often?"
"Ok, enough hair products. That budget is getting cut this year...that reminds me I'm low on pomade."
"That's right, I haven't worn that because I never did find the right top for it. Keep looking."
"Yeah, I never could get out of the house in that."
"This sucks. I could be watching Grey's Anatomy."
"Why don't I sell some of this shit on ebay?"
"If I just did my shopping by deductible category, this would be so much easier."
"I really didn't go enough places this year to wear all this."
"Yes, that outfit only had one outing but I still think it is classic."
"No, really. What was I thinking?"
"Gosh these pugs cost a lot of money. Well, the bee costume was a necessity."
"Oh fun. I painted the apartment last year. I really should finish those shelves."
"Why haven't I collaged that table yet?"
"Holy crap on the craft supply hemorrhage! I cannot buy another thing until I use up every last thing I have."
"All in all I have very little to show for my year."

I really do need to keep a more lively journal because this shit is depressing.