Firstly, let me guess:
The user name "expect peace" was already taken???
Nowthen, it appears that you have four options to choose from in getting a winner's circle photo for your horse. (1999, by Valid Expectations - Lockpeace)
October 3, 2001 at Arlington Park, Chicago, IL
May 11, 2002 at Monmouth Park, NJ
Nov 23, 2002 at Suffolk Downs, Boston, MA
May 17, 2003 at Suffolk Downs, Boston, MA
My personal instinct is that I would first shoot for the Arlington Park one because Arlington is a fairly new facility and the backdrop should be most flattering. Then I'd probably try for the Monmouth one. The track was sloppy in the November 23, 2002 win at Suffolk Downs so I think I'd save that one for last.
Unfortunately your horse wore blinkers in every single start so his eyes will be obscured in the action photo no matter which photo you get.
Hopefully they took them off to pose in the charmed circle, but maybe not.