Trump is smart, he will probably start the meeting with common ground. I can see Trump shaking Obama’s hand saying “So nice to meet someone that knows what it’s like to defeat Hillary in a Presidential race!”
Heh heh, and I bet that will get a good laugh out of Obama.
One thing Trump is actually going to benefit from is the low-expectations people have for him. I think when he exceeds those expectations, people will come around on him.