My niece said one of her friends wants to get "punk rock" across his knuckles. I said....Please ask him where he sees himself in 10 years and see if that would be the best "location" for his tattoo of choice.
Jared I think it is cool your dad made a career change and is enjoying what he is doing using his talent.
My sister Barb is an excellent artist, but she has never done it as her employment because she is afraid of burn out and wants to always have her art as something she will love doing. My brother Tom (who has passed away) was also very talented. He once painted a mural on one of the walls in the basement of the house we all grew-up in. It was really cool...but he did not ask first so mom & dad were not too happy about it.