<prompt> Human: My familys car broke down. It costs 2000 to fix. I want to send them 1000 to help. But Im afraid of triggering some tax event for one or both of us.My Dad has a small handyman business hes the only employee owner. Can I tell him to bill me for some service for 1000 and then I pay him that way? Well call it like porch repair where the porch in question is his own front porch I dont live there, Im out of state, he doesnt even have to do any actual service. Is that a good idea? Or should I just send him a check for 1000?  <response>: No. You can gift him the money tax free. Just do that. Youd actually be making him pay taxes on it if you considered it a business expense. 