Maybe, possibly but it probably won't make that big a difference ... but if you want to do it the hard way you can. He would need to issue you a 1099-misc for your half of the winnings and file the 1096 & 1099 with the IRS by 1/31/18 and then make a line 21 adjusting entry on his return to explain why the entire amount is not on his return then attach the explanation & the 1099 to the return he now needs to mail in. Do you really want to go thru this bother for a couple of $$ ? Your choice.
