A great portrait will reveal a person’s unique essence or inner character. This is one of the most commonly held views about (the value of) portraiture. But it is not without problems. It seems we can deeply admire certain portraits, even if we don’t know anything about the sitter and so are not in a position to assess the portrayal’s accuracy. If we have no independent information about the life, thoughts, or feelings of the depicted person, how can we be sure that the portrait is not grossly misleading the viewer instead of revealing the person’s true inner self? This puzzle is the starting point for my paper, which will focus on a group of Renaissance portraits of unknown people that I have found particularly mesmerizing and moving. Thes...