His sleigh is across you first Sim's house, but it will be useless anyways. You have to go for a drive. Build a car dealer, which is across the street from the Party Boat or the Studio. Tap on the lot with a car on it, and you need simoleons to build it. After it is completed, tap the car dealer and buy a car (cheapest is 8,500 simoleons) and assign it to a sim. After that, go to that Sim's house, and the car will be in front of the mailbox. Tap the car and select "Go For A Drive." You can collect money while driving the car too. It will last for 3 min, then you are done
. No offense, but I have written this a bunch of times, so maybe check the comments before yours? Don't mean to insult.