After his baseball career, Sisler was an executive with the investment firm A. G. Edwards for more than 30 years, reaching the level of vice-chairman. A. G. Edwards was a sponsor of a semi-professional baseball team in St. Petersburg, Florida; when the "Stockbrokers" were invited to play in season-ending tournament to decide a champion, Sisler, a senior executive for the firm, denied the funding for the team, forcing them to decline if no other monies were raised. It was an unexpected decision considering that Sisler was former baseball player, but he did not feel that A. G. Edwards was benefitting, with the costs of running the team becoming more than originally agreed to by contract.