Highway 59 is a one of the main thoroughfares in Houston and in sections is one of the busiest freeways in the US. A Houstonian immediately thinks of the highway when they hear “59”.

G attended school at Loyola University in New Orleans, LA. This girl he invites to his show hails from Louisiana’s neighbor to the left: Texas.

Fun Fact: At 3 min/20 sec, “Richman” is exactly 200 seconds long.

He was straight up to Sammy about how he felt, something he probably was not able to do a lot during their relationship.

Mike was infatuated with Sammy, and got into a serious relationship with her only a couple months after meeting. However, this on and off relationship didn’t last long.

It’s a play on words by saying “over"whelmed and "under"achieve. If you put too much on your plate, you won’t be able to accomplish everything to the best of your ability.

The girl may not be his girlfriend, but she obviously means a lot to him and he knows his actions on the road have hurt her/will hurt her.

Perhaps a reference to Mike’s old girlfriend Sammy, who has been the topic of multiple songs. Despite their break up she’s the benchmark he compares every other woman to.

She has forgotten or neglected the happy moments they’ve shared in their relationship and wants to give up without giving it a second shot.