My first thought when I read the title was "I win them!" LOL. But I figured you were looking to award them. I think around here, people buy the coolers and then find someone local to embroider them.
I have my coolers and sleezies custum made and the we have a local embroiderer do all of our Shirts, Jackets, Sweats and coolers, sleazies, ect.....Once we had the order Digiatized the cost for the embroidery is $5 a piece. And we will never have to pay for the digatizing again.
My daughter has an embroidery business also. The business name is WesLor Designs. She just embroidered some of my blankets last night for next year as we don't want to wait for the last minute like normal.
The website is www.lc-farm.com and her is e-mail is [email protected] if you are wanting to contact her.
I also found someone locally to do them - prices can vary widely so shop around. The one I use now is in a small town in the back of a sporting goods shop