You are avoiding the question. I am trying figure out if contributing $1000 to a travel organization. or a $1000 to a booster club for high school softball. or $2000 to a church. Neither with any associated paperwork.
Folks here are call me a tax cheat ... tax fraud !!!
And consider the IRS does not really care for tax deductions, documented with canceled checks, to charitable organization totaling under $5000.
Please advise me directly.
A donation is one thing. Paying a player fee is quite another. And, I believe that is how the IRS would see it. Doesn't matter what the status of the receiver is.