Some legends propose that Simon was actually one of the shepherds to whom the angels revealed the birth of Christ, a highly debatable assertion as he would have been in his late nineties by the time he died at the hands of the Magi in Iran along with Jude. Other legends suggest Simon and Jude were brothers and some writers believed him to be the son of James the Less.

The New Testament tells us nothing about the man except that he was one of the Apostles and his later life after the resurrection is equally sketchy.

Dorotheus the Bishop of Tyre who wrote around AD300 suggested that Simon preached in Africa and Britain; Nicephorus of Constantinople (AD758-AD829) writes of Simon preaching in Africa, Libya and Britain.

The most reliable source for finding out about the possibility of his preaching in Britain is The Venerable Bede (AD670-AD732) who fails to mention Simon by name but does note that, during the reign of Marcus Aurelius (AD161-AD180), Pope Eleutherius received a letter from a British king who asked for Christian missionaries to be sent to preach in Britain. Although this request details the generation following Simon, it does suggest that Christians may have visited and taught in Britain in the 1st century AD. Whether Simon was one of those missionaries will never be known.

Of his death, it is most likely he died with Jude the Apostle in Iran.

Simon is represented by a saw. According to tradition he was sawn to death.

According to tradition, Simon is buried in Rome.

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