The most important thing is support. buying from a dealer with real photographers who can help you, having a friend who has deep experience with a similar camera, etc.
Many upgraders from point and shoot go out and buy a DSLR and are totally frustrated. They are not able to get that deep depth of field they are used to, the camera seems too heavy and bulky, they just put it in a closet and it stays there.
They first need to know what to expect, and have a reason for getting one rather than just thinking they will get better images. That is not true, its the photographer that makes the images work, and if they get poor images now, that won't change.