The Boss's Daughter
- Episode aired Jul 17, 1991
![Gregory Harrison and Gail Edwards in The Family Man (1990)](https://m.media-amazon.com/images/M/MV5BNWEzNDIwODEtZGNkYi00MTM5LWFmNDYtNjA1NDZhMDlhY2ZlXkEyXkFqcGdeQXVyODE2Njc3MDc@._V1_QL75_UY281_CR80,0,190,281_.jpg)
Jack invites his boss to dinner in order to get a promotion and gets roped into dating the Commissioner's crazy daughter, Glenn. Glenn jeopardizes Jack's chance at a raise.Jack invites his boss to dinner in order to get a promotion and gets roped into dating the Commissioner's crazy daughter, Glenn. Glenn jeopardizes Jack's chance at a raise.Jack invites his boss to dinner in order to get a promotion and gets roped into dating the Commissioner's crazy daughter, Glenn. Glenn jeopardizes Jack's chance at a raise.