Here's something that doesn't seem to be covered by the literature, although one would think it's a fairly common situation.
Client is a member of a church which is basically just struggling to stay open with a handful of congregants. There is no longer any office staff and the officers are all volunteers who aren't professionals in their assigned tasks (e.g. the treasurer is a civil engineer, not an accountant) but are each just trying to do what they can to keep the place afloat. A large part of this is several of them tend to buy supplies for the church as needed out of their own pockets without reimbursement.
In this case, the client has been ordering and paying himself for the catered food bought for the meals which are held after services some weeks. Last year this came to 15 purchases totaling around $7600.
So, what to do about reporting this on Form 8283? While 2/3 of the buys were under $500 the rest were over that ($600-$1500), but perhaps that's enough to spread them all over multiple lines in Section A. On the other hand, they're technically a "group of similar items" totaling over $5000, which would seem to require inclusion in Section B (something I've never had to do in all my years of filing 8283s for household goods donations). If that's the case, how exactly does one get a qualified appraisal of brisket, potato salad and cookies? Any thoughts on how best to handle this without risking the client getting jammed up (food pun intended)?
Thanks in advance for any insights.