This is one of the earliest examples of Freud's mature style. Unconventional poses were one of Freud's specialties. The subject matter is conventional, but the pose is one rarely, if ever, seen in traditional Western portraiture. The subject is Tim Behrens, a friend and student at Slade School of Art, where Freud was a visiting teacher. The work's generic title, giving no hint of the specifics of the sitter or the setting, reflects the consistent, clinical detachment with which Freud approached all subjects, no matter what their relationship to him. Red Haired Man on a Chair (1962) depicts Behrens perched with his knees tucked under him, dressed in a gray suit, and with his brown shoes resting on a chair that appears to tilt toward us. The wooden post and discarded pile of cloths behind him indicate that the environment is the painting studio. At this point in his career, Freud made a transition from sable to hog-hair brushes which allowed both greater control and an ability to apply broad strokes in the heavily impastoed style one sees here.

It is clear that Freud has reached a new level of sophistication. Witness, for example, the linear tension between the figure and the post inches away, giving the appearance that if he leans a little more to the left he might actually touch it. Witness, too, the relationship between the vertical figure and the horizontal line of rags in the background, which forms a cross. Freud was not remotely religious, and certainly not Catholic, so this is a clever reference to the pose his student was holding, which was wildly uncomfortable and underscores his student's position as a martyr for the cause of great art. The observation, more sadistic than empathetic, characterizes Freud's approach to the human form, in particular his ability to suspend empathy with the sitter in order to observe him or her more closely. It is also one of the first examples of the appearance of rags strewn about in loose piles, a common compositional device in Freud's later portraits.