IIRC he has state he wanted to destroy Bush and everything he stands for.....That would included conservatives, people with money, ???? He has money now he wants power.
Regarding GOP defeat in 2008, I know there are many factors. Some say the GOP candidate wasn't strong enough. Some say it was the economic crisis (which may have been manipulated to BO's advantage by powerful financiers such as Soros and Buffet). Some say it was BO's illegal and untraceable campaign funding from overseas, as well as active voter fraud.
Not far from here is a hillside (near a major mass transit station) which is covered with white crosses, each cross meant to represent an American death in Iraq (and perhaps also Afghanistan). There is a sign there that has a tally of deaths to date. Now that BO is Pres[ID]ent I don't know if the hillside memorial will remain.