Flying still regularly publishes articles on "affordable" airplanes like C-152s and Cherokees. I've found that they cover just about everything, which is what they should do. They're a general aviation magazine, not a niche aviation magazine.
As for Karl's turboprop, a good argument can be made that the right turboprop is a better purchase than a top of the line piston. If you look at something like a Malibu Mirage, for example, you'll usually be paying about $1 million. I'm betting Karl paid around $300k for his Cheyenne. Even after you factor in overhauls on both engines and higher operating costs, he's still ahead for years. Eventually it catches up with you and you're paying more, but you're also getting the reliability of two turbine engines as a trade-off. And while I've never been in a Cheyenne, I'm betting it's got better cabin comfort, too. I could see myself making that purchase a few years down the line, and I'm not "rich."