Looks like he's been doing this for awhile:
http://www.cnn.com/2016/06/21/politics/donald-trump-business-spending-fec/
He's paid $420,000 to Mar-a-Lago, the private Florida club where Trump has led many an Election Night celebration, and $4.6 million to TAG Air, so he can use his private jets. Even about $5,000 to Eric Trump Winery Manufacturing LLC, the Virginia producer owned by his son