Ashley is an intern and sociology major from Seattle Tech that Freddie hired in iHire An Idiot. Sam, Carly, and Freddie say she is "hot". He 'hires' her to get revenge on Carly and Sam for hiring Cort simply because of his good looks. She acts extremely dumb for most of the episode, but in the end, it turns that she's actually very intelligent (she's even at the top of her class at her school).
It's never revealed how they met, but when Freddie went to Ashley about his plan to get back at Carly and Sam for hiring Cort instead of a more qualified intern, she agreed to it and even used it as a thesis for one of the her sociology classes. It's implied that Freddie may have a crush on her, because he let out a sigh when she left.