$$$ and employment can be a sensitive subject to some people, but find a way to get those answers. Sometimes you don't even need to ask. Just take a look at his life style. See what he owns. What his hobbies are? Does he live on his own? if so, he's gotta have a steady job for that 6months to 1 yr lease. Does he have the usual bills (car payment, cell phone, CC, etc) to pay? if yes, he's got a job. After 2 dates and you're still paying, he should be "X" out. if you keep on paying over and over, it's your fault.
If he is still looking for a job and is seriously looking, give him some time if you're really into him. It's not that hard to determine if someone is BS'ing or not..