The artist is McBride & The ride, what I need is the title. What lyrics I can remember are:
I got holes in my pride, holes in my pocket.
A big old hole in my heart where she broke it.
Call me a loser, but I'm just a gambling man.
I think it might be called High Hopes and Empty Pockets, but I'm not sure
The second one is really obscure. It was about ten years ago and was both a country song and a rap song. All I can remember is that it was about a guy who could dance and there was some rapping going on in the middle.