The Buccleuch Collection’s half-length portrait of Sir Nicholas Carew, Henry VIII’s Master of the Horse, posing in jousting armour while holding his broken lance, is one of the Tudor era’s most evocative images. It brings to life the dazzling display of chivalric daring at the tiltyard that was one of the King’s favourite pastimes (fig. 1). It is therefore no wonder that when the exhibition Gold and Glory: Henry VIII and the French King was planned for the spring of 2020 at Hampton Court Palace, the portrait of Carew, Henry’s long-standing close companion and most talented knight of the tiltyard, was requested for the show, which focused on the pivotal events at the Field of the Cloth of Gold 500 years earlier in 1520. An extant, autograph portrait drawing of Carew by Hans Holbein the Younger indisputably connects the Buccleuch painting to his oeuvre, although opinion has varied about the painting’s genesis.