A couple of responses:

It might be overpriced, but I would not say ridiculously so if the tools are high quality. I don't know about you, but I've always found that quality tools are rather expensive.

Whatever the price, I would say that it is probably targeted toward the "more money than time" crowd rather than "more money than sense". Just because someone doesn't want to troll e-Bay to assemble their tool kit does not mean that they lack "sense". I live in a big city with stores full of crap Chinese tools. It took me literally a year, including tools from Europe, to assemble the kind of tool kit that I wanted. I'd pay $250 for a complete, quality toolkit in a second.

Yes and no. I am a very poor mechanic but broke down once near Baikal, in the middle of nowhere. I couldn't fix it after a few hours on the road side, but was able to find a cell signal and call a friend who posted the symptoms on ADVRider. After pushing the bike a few kilometers to a hotel, I was able to get a wireless internet connection, dianose the problem from ADVRider, and then fix the bike. I was glad I had all my tools (and a Russian SIM)!

oh boy, here we go again... Sure, GSAs might break, just like any other moto or any other piece of machinery. There's a few spares you should bring, and after that, sure, you might break down but probably not.