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After completing his studies, Rossiter began his career on the stage, where he quickly attracted the attention of the audience with his talent and charisma. Soon he received offers to act in films and on television, where he also achieved notable successes.

Leonard Rossiter has appeared in a variety of films and television series, demonstrating his unique ability to transform into diverse characters. Some of his more memorable works include:

- "Regional Doctor" (1969-1970): In this television series, he played the role of a doctor in a small town, earning audience recognition for his charm and acting skills.

- "Director" (1977): In this comedy, he played one of the key roles, attracting attention with his unique style and sense of humor.

- Sherlock Holmes (1984): In this film, he appeared in the form of Dr. Watson, becoming one of the most recognizable and popular characters in this classic work.

In addition to his acting, Rossiter also worked actively on television and radio, where he hosted various programs and shows. His name remains an integral part of British culture, and his creative heritage continues to inspire and delight fans around the world.