Simon Henderson (born 1976) is a British teacher. He has been Head Master of Eton College since 2015, having previously served as headmaster of Bradfield College.

Henderson studied at Winchester College, and later received a bachelor's degree and Postgraduate Certificate in Education (PGCE) in history from the University of Oxford where he was a student of Brasenose College, Oxford.

Henderson first worked as a history and politics teacher at The Windsor Boys' School, before joining Eton College in 2001; he soon became head of history at the school, having also helped coach the 1st XI football team.

From 2009, Henderson served as Deputy Head of Sherborne School.

Henderson left Sherborne in 2011 when he was appointed Headmaster of Bradfield College.

In 2015, Henderson was appointed Head Master of Eton College, being the youngest so far at 39 years old. In the same year, he became a governor of Holyport College and the London Academy of Excellence.

Henderson is credited with modernising Eton. When appointed he said he wanted to prepare young people for happiness and success in their personal lives and welcomed the greater awareness of emotional intelligence and mental health. His critics dubbed his plans a woke revolution. Henderson denied this and said in a podcast interview in 2023 that he embraced a label people misused to condemn things they disagreed with, saying "if by woke people mean I believe in kindness, understanding, respect, tolerance, treating people decently, trying to have empathy, trying to understand things from other people’s perspectives – then, guilty as charged." Henderson's supporters included the peer Lord Austin, who defended him in an article in The Telegraph.

In 2017, Henderson gave evidence to the House of Commons Education Select Committee after an exam malpractice scandal when an Eton teacher, who was also an examiner, was dismissed for breaching examination security and sharing confidential information with students.