I'm a little unenthusiastic about political dynasties. The whole "bringing in outsiders" bit gets more play than what it deserves, and we need experienced people. However, circulating the same people leads to stagnation.
Jeb might be the best Bush to come up so far, though - he seems to take things more seriously than GWB and would probably make a far better chief executive. He will inherit a tarnished family name and party, both in need of some rehabilitation. Fortunately, he seems like he would be up to the job of restoring both, and I could see him as a compelling candidate for President.
The Terry Schiavo case might come back to haunt him. It seems that he was initially eager to intervene, then realized that he had overstepped his boundaries and backed off. He should have stayed out of it to begin with.