Don't know how much luck you'll have with a custom t-shirt site. I tried making a 'Happy 60th' Yankee t-shirt for my dad a few years back and they said it couldn't be done due to licensing issues with the logo.
I was thinking about having ordering one of those t-shirts/sweatshirts from nhl.com done up in a Bossy, but I'm concerned about the font they use and weather or not it's correct or a generic one they use for all teams.
a couple years ago, I got a Billy Smith t-shirt at the islanders team store at the broadway mall in hicksville. can't tell you for sure if they had bossy or not, but i'm pretty sure i remember picking Smith out of a bunch of names of guys from the 80s. maybe try giving them a call
I called the Hicksville store and they said only the store at NVMC would have that. I called there and was told all they had was small and they weren't sure if they were ordering anymore.
As a hail mary, I walked into the NHL Store after my work out and asked if they special ordered this and was told by the manager they didn't. He suggested I try Cosby's. Ill call there during lunch. I'm guessing its a last shot for me. If not, I may have no other choice but to customize the t shirt through nhl.com and accept the generic white block letters.