Your edge on the match play, assuming you do the pass line on craps, is around 48% or so.
You should be willing to bet a substantial amount of your bankroll on an edge that large.
Even being very very conservative, I would say betting 10% of your bankroll on this would be more then acceptable.
You said the match play is 50% higher then your max bet. Even with full info blackjack hole card play with favorable rules and playing without discretion your edge is ~13%.
I could understand if the match play was 10 times your max bet, but 50%? Come on, if you feel the need to waste money hedging this match play, stop APing. Plus the idea of needing a team mate to do a match play is ridiculous, and if you go there and bet pass and no pass by yourself, that's the kind of attention you don't need to be putting on yourself.
Even if I had 2 coupons and they allowed me to use both (1 on pass/no pass) for the same roll, I wouldn't do it. I'd rather take the (minor) variance then do highly suspicious things that nobody else does. I've never seen a civilian do something like that to "cash out" a match play, maybe except for some degenerate alcoholic who got the coupon out of a newspaper, but they're probably not smart enough to realize they can do it risk free, and that's not the kind of image you want to be building for yourself.