If your cabling gets too in the way of itself don't be afraid to unplug everything and start over.
If it won't post, reset your RAM by removing it and putting it back in again.
Nothing should be difficult to insert/plug in. The RAM and video card probably has the most resistance because of their long connections, but it should never feel like you are struggling to make it go in. That is a good sign that something isn't lined up properly or isn't the right connection.