Jenna Hamilton appears in iLove You as Spencer's former babysitter and love interest. She seems to act as if she still is Spencer's babysitter. For example, she said the movie that they were watching was too scary for Spencer and told Carly to go to bed and read a children's novel to Spencer while tickling him like a child. Spencer asks her out on a dinner date.

She is portrayed by Charlene Amola.

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