Wow he's expensive x.x
The pictures of him 'working' alot better confirmation wise, maybe he was just being lazy in that first picture and let his neck slouch?
I think he's a little underweight and undermuscled as someone else said earlier as well.
I'm all for doing a trial lease before putting that much money and hope into a horse. That gives you enough time to learn if you get along, as well as what he's fully capable of if you work with him as often as possible so that you know if he's easy to collect and so on.