Condo's superhero paintings from the 2000s are part of his broader investigation into the nature of identity, the human condition, and the role of art in contemporary society. His work often features distorted portraits that merge elements of classic European painting techniques with modern, almost cartoonish, distortions. This juxtaposition serves not just as an aesthetic choice but as a commentary on the multifaceted nature of humanity and the chaotic world we inhabit. Condo's technique differs from collage by maintaining the space and fused surface of painting, enabling a rich exploration of contemporary life and its complexities​ (The Broad)​.

In addition to his paintings, Condo has explored various mediums and themes throughout his career. His work in the 2000s, such as "Smiling Woman" (2009), "Linear Composition" (2008-2009), "Son of Bozo" (2008-2009), "The Psychotic Midwife" (2008), and "The Dreamer" (2008), further demonstrates his range and the depth of his exploration into psychological and social themes. These works, alongside his superhero paintings, underscore Condo's ongoing fascination with portraiture and his innovative approach to depicting the complexities of the human psyche​ (Xavier Hufkens)​.

Through his superhero paintings and other works from the 2000s, George Condo invites viewers into a world where the familiar becomes extraordinary, and the grotesque intertwines with the beautiful. His unique blend of artistic influences and themes makes his work a pivotal part of contemporary art discourse, challenging traditional boundaries and encouraging a deeper engagement with the layers of meaning present in our everyday lives.