After Jedi Master Obi-Wan Kenobi delivered Luke Skywalker to his uncle Owen Lars and his wife, he settled down close to where Annileen was dutifully running Dannar's Claim, a general store her late husband left in the Pika Oasis. Kenobi's oddity intrigued her initially. Through brief but eventful interactions, she developed feelings for Kenobi. However, after a showdown involving Orrin's posse, she found her position in the oasis untenable due to her perceived connection with Orrin, who had embezzled the oasis.
Though she had hoped her future would involve Obi-Wan, he prepared Annileen and her family to leave Tatooine immediately. She learned that her old college application was mysteriously accepted by the University of Alderaan, which was a dream of her younger years.