I don't see how he could expect to be paid if no one asked him to do it.
May be worth it for you and the neighbors to hire him, but to come after the fact with an attitude? And then ask you to do his collecting. You should just tell him you are deducting your share as a collectors fee
after all you probably spent as much time collecting from everyone as he did plowing.
I do a few of my neighbors for free, been doing it for years, sometimes they offer me money or gift cards to local eateries
I'll take what they offer but don't expect it, as they don't ask me to do the work, I volunteer. I'm glad I can help.
JB