A Boy with a Flying Squirrel (Henry Pelham), or Henry Pelham (Boy with a Squirrel), is a 1765 painting by the American-born painter John Singleton Copley. It depicts Copley's half-brother Henry Pelham with a pet flying squirrel, a creature commonly found in colonial American portraits as a symbol of the sitter's refinement. Painted while Copley was a Boston-based portraitist aspiring to be recognized by his European contemporaries, the work was brought to London for a 1766 exhibition. There, it was met with overall praise from artists like Joshua Reynolds, who nonetheless criticized Copley's minuteness. Later historians and critics assessed the painting as a pivotal work in both Copley's career and the history of American art. The work was featured in exhibitions at the Museum of Fine Arts