My guess is that he is a very famous country western star under contract that ties his performances up tight, so he has to do his YouTube stuff anonymously. Those videos were produced with a mixing board, and sometimes decent backup musicians. His voice is a trained voice, that shows signs of constant use in front of a microphone. It's not easy putting together a video as consistently good as his are.
What I really like is his mission. Music is not about listening, music is about playing and singing. He videos the guitar only, and his arrangements are generally simple enough that any amateur guitarist can learn them. Music is really about a jug of cheap wine, a guitar, and songs that everyone can sing.
I didn't catch any "back-up" musicians, and his arragements are simple enough. What is not simple is the flawless timing he has with guitar and vocals. I agree he has some top-notch recording equipment, but most of his playing appears to be done on a Taylor 110 which is a few hundred south of a grand.
He sounds a lot like Earl Thomas Conely.