Making a ton of money doesn’t preclude someone from being a socialist.
He was still an employee of the team owner and brought in more money for the capitalist than he was paid in return.
Even in a socialist society where the means of production are worker owned, there can be sectors that are more valuable than others. The difference would be that the workers are receiving their full value rather than being paid a wage and the excess value going to the pockets of a capitalist owner that isn’t producing value.
But no, Dale was definitely not a communist or socialist at all. He was a pretty staunch Republican.