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Hale has appeared in feature films including Because I Said So (2007), The Informant! (2009), In My Sleep (2010), The Heat (2013), Alvin and the Chipmunks: The Road Chip (2015), Clifford the Big Red Dog (2021), Hocus Pocus 2 (2022), and Quiz Lady (2023). He has provided voice acting work for The Tale of Despereaux (2008), The Angry Birds Movie (2016), The Angry Birds Movie 2 (2019), the Toy Story franchise (2019–26) as Forky, Lego Star Wars: Terrifying Tales (2021) as Vaneé, and Inside Out 2 (2024) as Fear, replacing Bill Hader from the first film. Hale also created the Netflix and Peacock original series Archibald's Next Big Thing and voiced the titular character. He plays twin brothers Nicholas Benedict and L.D. Curtain in the Disney+ original The Mysterious Benedict Society (2021).