He looks nice, cute face. Troy's a good name, suits him too. :)
I'm afraid I don't know much about western style/tack, I ride english, so I don't quite understand the tie down.
Is it similar to a English Martingale?
I think its lovely that you have family and friends who can help and advise you. Everyone needs support, and I know from experience you will be on a steep learning curve for a while, but its going to be so worth it and you'll have such fun along the way.
Good luck with him and keep us posted.