Kevin, its great that your son is into it, reminds me of my daughter when she was younger and is still hyped. The thing we did was to establish that she was the one to earn the privilege to ride/ski. When she was younger I would match dollar for dollar to her addiction, that I would not say no to her snow shenanigans as long as she had good grades, she figured out how to do it and kept out of trouble and she understood that she had to pay for her season pass...which she has done for 12 years. She understands that she is blessed to live near the snow but also realizes that it is an earned privilege. Her senior year in high school she skied 100+ days, yet lives 60 miles from the hill and didn't drive nor have a car....she figured you how to make it work and her senior project was working with Baker's ski patrol.