Where did he say anything about his relationships going bad? He said that women who are not sex workers tend to be more expensive and less reliable. To me, that reads as you can take them out on expensive dates and wind up going home to Rosie Palm (and her five lovely daughters) since it’s not a formal business transaction.
A professional engaging in an explicit transaction is more likely to hold up her end of the deal than a “civilian” who hasn’t agreed to any deal in the first place. There’s nothing about that that’s stereotyping women.