Montgomery (often known as Monty or Uncle Monty) is an elderly shopkeeper who runs a sweet shop in the Tangled animated series. He is well known by everyone in the Kingdom and everyone loves him. However, despite his reputation of being the nicest man in the kingdom he dislikes the Princess because she changed Corona's traditions. He also comes from a long line of Gopher Grab champions, and everyone in his family has won the Kingdom's Good Will Gopher Grab. Up until his debut in "Rapunzel's Enemy", Monty was never able to win the tournament until Rapunzel, in disguise, helped him fulfill his dream. Despite Rapunzel helping him win the tournament and saving his life, Monty still chooses to remain enemies with her, inspiring Rapunzel to do the same.
In "One Angry Princess", Monty still holds a mutual dislike for Rapunzel to a degree, but is far less hostile than before. At one point, he genuinely commends Rapunzel's on her selflessness in helping prove Attila's innocence after he was accused of vandalizing Monty's shop. When Rapunzel apologizes for the damage done to Monty's establishment, Monty says it's okay and explains that he was planning on redecorating the shoppe anyway, and implies that he had been inspired by Rapunzel to do so. By then end, Attila is proven innocent, and a merge is created between his bakery and Monty's shoppe, now known as "Monty's Sweet Shoppe with Attila the Bun's Bakery".
- Monty is voiced by Richard Kind, who is best known for his role in Pixar films. Molt in A Bug's Life, Van in Cars, the Bookworm in Toy Story 3 and Bing Bong in Inside Out.
- Monty's design was inspired by a mix of Captain Kangaroo and Eric Goldberg.
- It is revealed in "One Angry Princess" that Monty's name is short for Montgomery.
- It is also revealed the episode that Monty wears glasses to help him read.