Actress Jennifer Aniston starred in Alex Warren’s humorous tour announcement video, playing a judge in a fictional case over his tour name, a moment Warren called surreal and deeply meaningful.

Rising musician Alex Warren called texting Jennifer Aniston one of his "weird pinch-me" moments, revealing their friendship led to her starring in his humorous tour announcement video for the "Little Orphan Alex" tour. In the video, Aniston plays a judge in a fictional courtroom case where Warren defends his tour name against a character based on Little Orphan Annie, portrayed by Max Greenfield, who reveals he’s her father. Warren, nervous about her reaction to his first script, said Aniston loved it and made no changes. He expressed deep gratitude for her support and friendship, noting the surreal experience of receiving messages from her, even recalling a moment when she mistook him for Ed Sheeran, another friend connected through Courteney Cox.