Sir Richard Windebank was 'of Guisnes, France' and served at Calais in 1533 and Guisnes in 1541. He was a Knight by Henry VIII in 1544 and served as a member of the Council of Coulogne in 1547. He was Deputy of Guisnes during the reign of Edward VI, and proclaimed Queen MaryI (Tudor) in 1553. He was granted an annuity and acquired lands at Hougham in Lincolnshire. There, he began a close friendship with the neighboring Cecil family.