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From this discussion, may I assume that we, as a 501(c)3 religious organization providing religious services and support for the incarcerated and/or recently released, can provide a personal cash donation directly to a jail employee to purchase inmate training materials not covered by the jail's budget? --C. via email

I don't know of any tax reason why you cannot give to the employee for the benefit of the inmates. You should be sure to check with the authorities to be sure it is not against the facility's rules. --Don Kramer

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