I am interested in knowing "what type of checks?" these are for employee recipients.
Are they payroll checks? If so, does the fund "reimburse" the employer for its payroll load (employer contribution to Social Security; employer payments to state Unemployment funds, Workers Comp premiums, etc.)? Is the special gift a line item on one's regular paycheck (say, the first paycheck in December), or is the check generated by a special payroll run? If a special payroll run, does the amount of withholding tie to the employee's W-4 elections, or are "flat percentage," say, 20% for federal withholding and a specially-determined withholding amount for the state?
If the checks come out of Accounts Payable, are 1099's issued if the "gift" is greater than, say, $600?
What if some services are not provided by employees, but "outside contractors" (examples: security guards, beauticians, nail techs, massage therapists, etc.) Are they eligible, if they can't be tipped (or, can they accept tips?). If eligible because of "no tipping policy," they're not on the payroll, so are they paid out of Accounts Payable?
Are residents contributors told that their contributions resulting from fund drives (or added to their monthly fee) are tax deductible to the giver? I've heard CPAs differ on this. Some have said that even if a resident contributes to this special fund held by their tax-exempt community, the end recipients are employees and this gift is compensation to non-charities.
I am not a Maryland CCRC resident, per the first poster's inquiry.