A unique tri-color self-portrait, a vibrant yellow crib adorned with playful caricatures, and a striking depiction of a figure tumbling down a blue staircase are just a few of the intimate creations by Keith Haring that are now on display. These cherished pieces were gifted to Haring's childhood best friend and fellow artist, Kermit Oswald, throughout their enduring friendship.
For over 40 years, Oswald has preserved a remarkable collection of Haring's works, produced between 1977 and 1989, which includes one of only six known self-portraits of the artist. This month, these artworks are being showcased at Sotheby's, offering a rare glimpse into Haring's personal connections.
On May 2, Sotheby's unveiled 41 of Oswald's prized pieces during an exhibition at Manhattan's Breuer building. The collection features not only paintings and sculptures but also personal letters and photographs taken by Oswald, including a touching image of Haring with his son.
This public viewing precedes a series of three auctions featuring Oswald's collection, starting on May 14 and continuing through October, with estimates suggesting these works could fetch millions.
Curator Jeffrey Deitch noted that Oswald and his wife, Lisa, have built one of the most significant collections of Haring's art during their friendship.
The bond between Oswald and Haring began during their childhood in Kutztown, Pennsylvania, where they connected over their mutual passion for art. Their friendship deepened over shared dinners and art excursions to New York City galleries. Despite Haring's move to attend the School of Visual Arts in New York, he maintained a strong personal and artistic correspondence with Oswald.
Among the standout pieces is a self-portrait painted in 1985, characterized by its red, white, and black palette, which Oswald describes as one of Haring's most beautiful works. This piece is expected to sell for between $3 million and $5 million.
Additionally, a yellow crib and dresser set Haring created for Oswald's son, adorned with whimsical sketches, are projected to sell for $250,000 to $350,000. These items have been cherished by all four of Oswald's children.
Haring's exploration of different mediums is also evident in an untitled wood-on-enamel sculpture he crafted for his 1983 exhibition at the Tony Shafrazi Gallery, inspired by visits to Oswald's woodworking studio.
The upcoming auction will also include letters exchanged between the two artists, discussing the intersection of art and technology, showcasing Haring's early illustrative evolution. Sotheby's Vice President of Contemporary Art, Kathleen Hart, emphasized that these works collectively document the development of Haring's iconic visual language.