Stepping Help
My wife and I step our mast, and can do it without help. However, we use a gin pole that I made, and that helps. Before we had that, usually found one or two passerby's to give us a hand.It probably wouldn't be a bad idea to have the yard guy help you out the first time, so you can have some experienced help. But, I'd say make sure he lets you participate so you know what to do in the future.