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After leaving school, Simon entered the prestigious Royal Shakespeare Theater Department in London, where he studied acting under the guidance of experienced teachers and directors.

His film debut took place in the early 1980s, and since then he has appeared in a variety of films, demonstrating his talent and ability to embody diverse characters. Some of the actor's most famous works include:

- "Four Weddings and One Funeral" (1994): In this romantic comedy, Simon played the role of a famous British groom, attracting attention with his charm and humor.

- "Notting Hill" (1999): In this cult romantic comedy, he embodied the image of the protagonist's best friend, bringing a generous share of fun and benevolence to the film.

- "Harry Potter and the Goblet of Fire" (2005): In this film in the Harry Potter series, Simon Callow played the role of Charlie Weasley, Ron Weasley's older brother and Harry Potter, adding a note of kindness and reliability to his character's character.

In addition to his acting activities, Simon Callow is also actively involved in public life and supports charitable organizations, striving to use his fame for good deeds and positive changes in the world.

His talent and dedication to art make him one of the greatest actors of his generation, and his work will continue to inspire and excite generations of viewers around the world.