Hope I’m not offending anyone but IMO those two otherwise great photos just don’t work for a T Shirt. They don’t pass the “Know Your Audience” test. To the average Joe it might look like Don has just overun a mortar emplacement. Even though the photo with Mike has enough clues to maybe guess what’s going on you could never get that detail on a shirt.
My son, who has a lot of experience in this sort of thing, suggested shooting a simple high res, high contrast, low angle profile against the sky of a Dakota with tanks, rails, etc and having DRIVE ON WOOD in big letters, Argos 2016 somewhat smaller.
Just my two cents.