Hey Chuck and Terry!
I'd like to chime in here if I may be so bold.
I now have a grand total of 100 hours in a tailwheel airplane, 6 in a 90hp super cub, and the rest in a 150/150 Texas Taildraggin, Bad to the bone, super-duper slow-flight-modded Cessna. I had to make it sound cool...

Two issues here...
1. Chuck's asking price for the airplane. If I was in the market (that's how all useless, unwanted bull starts) I'd love to have the tailwheel/aerobat configuration for exactly the reason the Chuck says he converted his. I'm (perhaps foolishly sometimes) devoted to the 150/152, just because they're nearly the most inexpensive to own, easiest to maintain, and arguably the most durable all metal planes out there. Not to mention the membership in the Cessna 150-152 Club is way cool, as well.
Wayne Westerman and I talk quite a lot and he is continually blessing me with his wisdom. One of the points he always makes is about buying a 150/150 or a 150 taildragger (if that's your cup of tea). You'll never get the money you put into it back out of it. However it's great to start with a known quality airframe. He was looking at some 150/150's with seemingly astronomical pricetags and shied away from them because of just that, they were danged expensive. So, he went an converted one for himself. Made a dandy of a 150/150, IFR, autopilot, long range tanks, super spiffy interior, slick paint job...to make a short story long, he has spent more on the Sport Hawk than he would have spent just buying one already made. That point is brought up here from time to time, but Wayne has actually lived the ordeal.
Yes, 40,000 dollars is a lot of money, but in my opinion, you'd be getting a lot of airplane. What's it worth? Depends on the guy with the cash, unfortunately.
2. Terry's argument for further tailwheel training vs. Chuck's "how has aviation dummed this far?" I was one of those who went around the patch 20 times in about 3 hours trying to work on three point landings until I got them. Then, voila...a tailwheel signoff. Was I a real tailwheel pilot? My logbook said I was. When I bought my 150/150 TD, I only had 6 hours in a Super Cub...a low powered Super Cub at that. I had a pretty steep learning curve to fight...but, having been properly endorsed, I set out to teach myself how to fly that thing.
I've been blessed with some fantastic advice from friends like Matthew Gray and Dan Meler who live and breathe tailwheel airplanes and piloting. I've always been one who could read something and then go out and do it. Matthew taught me how to wheel land from Australia. I like to think I'm at least an average pilot. There are people who, without more training, will bullheadedly proceed to destroy their planes and take the lives of those in/near the plane. The RV-6 that tried to land twice Saturday at Clinton nearly crashed several times on the first landing attempt, and at least twice more on the second pass before slamming it onto the ground. No doubt, that pilot thought he was a tailwheel pilot...who knows how many hours he had in a tailwheel airplane. I guarantee that any instructor or examiner who flew with that guy would have been reaching for the controls.
I can see Chuck's point, and I can see Terry's point. Unfortunately, if left to our own devices, we (as the general pilot population) would continue to bend up airplanes at an alarming rate. Like Terry's Alaskan statistics show, there's a disproportionate ratio of accidents for tailwheelers versus nose wheelers. Then, again, no-one tries to land a 210 on a gravel bar.

Well, hopefully no-one

So, the FAA stepped in, most likely at the request of the NTSB and designed a little extra safety measure and required at least an instructor's signoff for the tailwheel endorsement. I don't like the Government meddling in my business, but one little ride isn't gonna hurt. The biggest qualifier is the competency and experience of the endorsing instructor.
After I bought my 150/150 TD, after I had about 20 hours in her, I went and found a TW instructor to give me some instruction. By that time, I already had the three point landings down in all flap settings, as well as the wheel landings with all flap settings and various airspeeds. The instructor's first landing attempt had us careening sideways, tires screaming in protest, and my feet helping on the rudder pedals. And this is with a guy who has over 1000 hours tailwheel, several thousand in army helicopters, and who is a retired American Airlines Captain. That was the one and only time I've been close to groundlooping anything.
Flying/buying a tailwheel 150 is a personal decision. I'd do it in a heartbeat. But, looking down the road, the ability to resell the plane if need be has to weigh in. I bought mine right. I could resell it without any problems. You don't make money when you sell a plane, you make it when you buy it. Doing the conversions yourself definitely hurts you in that regard. Chuck, I feel for ya. To buy it at a premium will, indeed, take the right buyer. They're out there, I'd sit on it if I could and wait for the right guy...or gal...Jessica Braddock comes to mind...

Hi, Jess
I don't think we'll ever get away from the tailwheel endorsement. I think the statistics prove that it enhances safety. BTW, in Texas, if you take your Concealed Handgun License (CHL) test with a revolver, that's all you can carry. To carry a semi-automatic, you have to qualify with a semi-automatic pistol at least 9mm caliber and higher. If you don't, you'll get a restriction for revolver's only...How'd Texans ever get that dumb? Like the FAA, the Texas Government thinks they're saving us from ourselves.
Wow...this post got really long winded and I apologize. You two were friendly debating two of my favorite topics...Aerobats and Tailwheels. To heck with the FAA...
