1) How old were you?
2) What was your online presence?
THEN: top three google results for "jimbo"
NOW: slowly fading presences on livejournal and a couple of forums
3) Where did you work?
THEN: a residential remodeling firm (as IT manager)
NOW: a civil engineering firm (as IT manager) and my own consulting business
4) Where did you live?
THEN: renting a house in Charleston, SC
NOW: owning a house in Columbia, SC
5) Who did you live with?
NOW: my fiancee Janis and my roommate Chris
6) How was your health?
THEN: Good - very heavily muscled, but overweight
NOW: Good - less heavily muscled, but less overweight
7) What pets did you have?
NOW: a cat and three dogs
8) Who was your boyfriend/girlfriend/partner/spouse/S.O.
THEN: ummm... Della?
9) Any kids? Any plans for kids?
THEN: wanted 'em, didn't have 'em
NOW: one in the oven!
10) What was your worst struggle?
NOW: i got 99 problems but a bitch ain't one
11) What was your biggest joy?
THEN: my job
NOW: my soon-to-be wife and soon-to-be baby
12) What did you consider your greatest accomplishment?
THEN: managing to make a career in IT happen
NOW: some of the things I've actually accomplished in that career so far. I haven't gotten any fame and probably never will, but I've authored some tools that thousands of people used, and made a measurable impact or two in some decent-sized markets.
13) What advice would you give your younger self?
Take more gambles - in romance and in career. If you never get rebuffed, you aren't making enough advances.
GO TO COLLEGE WHEN YOU'RE EIGHTEEN, YOU LITTLE JACKASS.
Don't trust the Man. He's not your friend.
Cultivate a good formal relationship with the Man. You don't have to be friends with him for that much, and it's useful.
14) What would your younger self say to you?
You're a Linux user? On the desktop? SERIOUSLY?
15) Looking back, is your life what you thought it would be in 2008?
It's certainly better than what I feared - and at least as good as anything I reasonably hoped for.