Alyssa Milano. Who Is The Boss Anyway?Depending on how old or young you are you might or might not remeber the little hottie 11 year old that played Samantha on Who's The Boss. If you were born in the 1970's then the chances are you do remeber her and thought she was a little hottie. If you were born after the 1970's then you might know her from her more recent television sucess on Charmed