When the dollars invested by Americans go to a boat it is overwhelmingly, and has been for decades, to powerboats. I conclude it is not a lack of money that inhibits the sailboat market but a huge preference for power. At our yacht club (and we don't have $500,000 mega yachts in our 191 slips) we had a recent presentation by a trade rep and even in the state of Washington with its Puget Sound and San Juan islands, sailboat registration was 3% of the total. That is skewed somewhat by the number of trailerable boats that made up a huge % of the total but it does represent the "niche" market that is the sailboat market. The cons that many of my powerboat friends list against sailboats include, when descending to the cabin it feels like walking into a cave, sailing is too much work, is the boat going to tip over (can't stand that one), it is so slow...can't it go faster than 6-8 kts, I don't have that much spare time I need to get where I'm going, and why do you need foul weather gear because I've never needed it on my power boat. I was an "observer" on a Predicted Log Race and it was conducted in 35 kt winds last March here in Puget Sound. The skipper wore a t-shirt, jeans and was barefoot. I had trouble staying awake during the three hour event. For the record I boat 12 months of the year but I do have a full enclosure and heat. At our recent Lake Union Boats Afloat Show in Seattle there were no new Marlow Hunters or Catalinas on display. There were Hanse, Beneteau, Jenneau and Bavaria. Didn't see any Pogos and even though I have owned four sailboats, not including the sail I had made for my homemade 11.5' kayak when I was 12, read this forum daily, and read everything sail or maritime I had never heard of Pogo until reading this thread. I guess my point is powerboating is healthy but sailboats are not and $ are not the main culprit for the lack of sailboat sales. Some of the preferences are just human nature. Those persons that prefer sailing are different than those who prefer powerboats. The trick is to identify those that prefer sailboats or more accurately perhaps, sailing. Is it speed, comfort, size, ease of handling, price or endurance.
Speed would seem to invite something handled by more than one person. Does the boat require a crew and multiple sails.
Comfort varies by region. South and SE might want AC. So cal typically dosen't need AC or heat. The PNW needs heat (to sail year round). The midwest and NE maybe heat and maybe AC depending when the boat is pulled for the winter.
Size might depend on family size. In my case I had four children one of whom was 6'6" one 6' 2" my wife 5'9" and me at 6'. Thus size mattered.
Ease of handling determined largely by to what purpose the boat is put. Racing = more sails more crew. Cruising less crew less sails. In my case I now do much single handing hence the in mast and roller furling, bow thruster and autopilot are terrific. The manufacturer has a difficult time accommodating all of those variables.