This is one of 26 drawings of City of London aldermen made in the mid fifteenth century which are believed to have come from 'Sir Thomas Holme's Book' Simon Eyre was originally an upholsterer and was later admitted to the freedom of the Drapers' Company.
He served as alderman for various wards, and he was Mayor in 1445-6. He built Leadenhall as a granary for the City, and it is said that his 'bounty, like Saul, stands higher than any other from the shoulder upwards'