The remark shows Trump can be as dumb and misled as anyone else when it comes to judging character and intentions. No doubt this is associated with his own view/wish for the USA and world as far as his own personal welfare is concerned. Notice he did not say Obama was a great person but that he might be. Many people ,including McCain, expressed the same thought and many did and still do believe it. The future will demonstrate if Trump has grown wiser as to the evils of people. To date he seems to be on the track to recovery.
http://www.freerepublic.com/focus/f-news/2704451/posts
If he feels this way about Paul Ryan's moderate plan he will be actively fighting against Rand Paul's serious plan to balance the budget. Seems the “great Conservative hero” Donald Trump is a Democrat plant after all.