This is a sticky question, but I'm surprised it hasn't already been asked:
Of all artists alive today, who would you commission to paint your own portrait. Money and geography are not an issue, but it must be a living artist, and it can't be yourself.
I'm not even certain what my own answer would be, but I'd lean toward Odd Nerdrum. Don't throw stones. His painting style is exceptional, and he wouldn't paint a boring portrait. I love his portrait of his daughter.
So who would you choose?
Here's a link to Nerdrum's daughter's portrait. I think they kept the jpeg quality deliberately low to discourage copyright infringements.
http://www.nerdrum.com/works/index.php?id=34