What you fail to grasp is that Trump is part of the Obama machine. Who did Trump vote for in 2008? Whose campaigns did Trump donate money to over the last 10-20 years? Can you name a single conservative that Trump ever supported in an election? Can you name a single issue, before 2011, on which Trump ever took the conservative side?
McCain. And, he raised money for McCain.
http://www.politico.com/news/stories/0908/13558.html
Trump endorses McCain on Larry King
http://www.usatoday.com/news/politics/election2008/2008-07-15-bundlers_N.htm
McCain uses 'bundler' money more than Obama campaign
These elite fundraisers are known as "bundlers" because they collect money from friends, family and business associates. Among those raising money for McCain: developer Donald Trump, San Diego Chargers owner Alex Spanos and former Univision CEO Jerry Perenchio.