The Chicago White Sox have earned the stereotype of being cheap and the scorn from the fanbase for always crying poor. Another way this cheap narrative is furthered is by how often the team seems to keep acquiring cash considerations in recent deals.
The White Sox are one of two franchises to have never signed a player to a contract over $100 million. That matters, considering that is the going rate for quality players.
One of the infinite reasons last decade's rebuild failed so spectacularly was that ownership never authorized enough spending to put the team over the top.