Hm, I’d suggest you to take a look into paid products as opposed to paid membership websites, since the former is generally more useful than the latter (at least in my opinion). I can’t recommend anything in particular without knowing what exactly you are looking for (copywriting, networking, marketing, etc.), but I suggest you to check http://www.appsumo.com, they have a lot of great products there. Also, in case you are looking into paid membership websites for social reasons, not for learning a particular discipline, you might want to check out Dan Andrew’s Dynamite Circle (www.tropicalmba.com/innercircle), it’s a private forum where more than 400 internet entrepreneurs hang out, so it’s good for networking, asking for advice, socializing, etc. Hope that helps, let me know if you have any other questions! :)
My goal with this site is really only to write about 25-30 pages with information as I learn about boats and do customizations to my boat. I’m also adding a forum. Forums seem to be very popular with boat owners so I’m anxious to have others generate content for me. I don’t have huge plans for this site, but I’m sure it will bring in a few thousand a month if I don’t fizzle out. This is going to be my fun project for the next little while.