Carter Cleveland is the founder and CEO of Artsy, the resource for learning about and collecting art from over 3,000 leading galleries, 500 museums, 40 international art fairs, and select auctions. Carter was chosen by Forbes to headline the Art & Style category of its annual “30 Under 30” list and has been named to Art + Auction’s “Power List” and Business Insider’s “Rising Stars of New York Tech.” This October, Carter and the Artsy team will collaborate with Sotheby’s on an online-only time-based auction focused on artworks responding to popular culture and daily life in a digital age.

Lot 36

Joel Shapiro
Untitled (Maquette), 1983
Estimate: 50,000 - 70,000 USD

I love how this work's energy changes back and forth. At first, it looks like abstract geometry cast in metal, frozen in time. But then it comes alive as a headless dancer, and you start to feel movement, suspension, and gravity. Also, at Artsy we use Shapiro sculptures as the placeholder artwork image when discussing product designs, so I've probably spent more time staring at these sculptures over the years at Artsy than almost any other artwork.

Lot 49
Richard Anuszkiewicz
Untitled, 1975
Estimate: 50,000 - 70,000 USD

One of my first computer programs–and the reason I got into programming in the first place–was the Mandelbrot Set, which uses a simple algorithm to generate infinitely beautiful fractal imagery. I think this is why I'm so drawn to Anuszkiewicz and Op Art in general–part of my brain is lost in the visual beauty of the work, while another part tries to figure out the most efficient algorithm that could generate these color patterns. 

Lot 297
Wangechi Mutu
Untitled (Alien Awe III), 2003
Estimate: 50,000 - 70,000 USD

I've followed Wangechi Mutu for a while on Artsy and am always surprised by how moving and uncomfortable her pieces are in person, most recently when we got to see her installation at the Venice Biennale. Her works' imagery and symbolism challenge you to decode a story or message, while their visual beauty simultaneously arrests your thoughts, so your mind has trouble figuring out how to relate. I would love to have this work in my home for its beauty and its constant challenge to my comfort zone.

Lot 231

Nick Cave
Soundsuit, 2011
Estimate: 70,000 - 90,000 USD

This piece takes up space and requires confidence on several dimensions. Watching it, you’re sort of waiting for yourself to wake up from a dream. Additionally, we hope to have children one day, and this work feels like it would bring them a lot of happiness early on.