Great conversation here. I've fortunately seen the opposite side of a few of these "negative" points. I grew up skiing behind an I/O at our family lake place that's 3 hours away. I grew up spending weekends there, and think nothing about the 3 hour drive. Growing up, I loved watching my dad ski, and throw spray. I know it's not the most efficient way to ski, but him and others from his generation skied back foot heavy, and to a young kid, it was pretty cool. To this day, seeing the distant spray from someone on the lake skiing makes me want to put the boat down and ski.
This past year I bought a 97 SN, and while I take it to the lake with me, we do a lot of skiing locally on the Rock River with it. Along with another co-worker that has an older MC, we've gotten a few more guys into skiing to the point where they've bought slalom skis of their own. There's also a larger group that likes to come along and ski on a combo set while enjoying an evening on the water. We usually don't ski the course, and most often spend time chilling on the boat having a beer or two between sets. Many people would rather just go to the bar with a big group and hang out vs. heading out to ski, but when you couple skiing with kicking back and having a beer, a lot of "on the fence" people really enjoy it. (Disclaimer - we're not drinking excessively on the water, just having a few). Pretty sure this is why pontoons boats are becoming more and more popular, as you can slap the bar/party with a big group right on the water. I'm not sure any of these people are running out to buy boats at this point, but I wouldn't have done it either after skiing a year. Folks need access to it, even just a few times a year, for a while to get the bug.