I've created a U.S. Trainer/Jockey pack based on the top 100 trainers of 2011 and top 80 jockeys + top 10 apprentices of 2011. I toiled trying to get correct weights for the jockeys and I got delirious after a while searching the internet for them, so forgive me if they're not accurate. I've used full first names for the jockeys. Included are the portraits for said trainer/jockeys. Some pictures I could not find so I substituted with some that might make you chuckle. You must start a new game for these to work.
Copy the (2) file to... Program files/Starters Orders 5/gfx/portraits
Copy the Dat files to... Program files/Starters Orders 5/data/2
http://www.mediafire.com/?2h05wo53ixs8zgg