If there's one candidate who is tailor-made for Trump to beat, it's Hillary Clinton. Untrustworthy, ultra-establishment politician with a lengthy record to defend. He's already brutally and repeatedly demolished one establishment dynastic candidate in this cycle.
That said, I see two problems:
1) Working-class whites might be able to make up for haemorrhaging latino votes. But I don't know if they can *also* compensate for wealthier, more educated suburban whites abandoning the GOP.
2) Hillary's a woman. I don't think he can bully her in the same way he has done to Bush/Rubio/Cruz.