Holes in the walls

So we just finally got our family portrait back and I decided to rearrange all the photos in our living room to make room for it. This should be easy right?

My Father was an interior Decorator and made stuff like this look so easy. I always thought I would get some of his "gift" but I am still waiting for it to manifest itself in someway.

Needless to say, it took me almost three hours to finally decide on something...and I'm still not sure if it looks good or not.