His work takes place primarily in Hong Kong and Paris and focuses on architectural patterns and structures, as well as the documentation of human life and interaction in the city.
[8][13] In this series, Wolf photographed Hong Kong's tall buildings in a way that depicted them as "abstractions, never-ending repetitions of architectural patterns.
[16] Tugo Cheng, an architect and fine artist from Hong Kong, described these images saying "He took a building that is very three-dimensional and compressed it into a surface in a way that would make one feel breathless and lost in scale.
[15][18] One review noted the book's "representation of an overpopulated city emptied of its human presence" and praised "the visual intelligence of Wolf's photographs.
[15] In 2006, Wolf took photographs of residents in their rooms in a building in Hong Kong's oldest public housing complex, the Shek Kip Mei Estate, which was going to be demolished.
[15][20] Between 2005 and 2007, Wolf photographed painters in Shenzhen, China, who reproduced famous works of art such as Sunflowers by Vincent van Gogh.
"[22] One reviewer wrote that the pictures "document intimate cultural and economic facets of globalization even as they record and complicate critical dilemmas about authenticity and the non-economic values of art.
[25] As in the Architecture of Density series, the exterior photographs excluded the horizon and the sky, leaving the windows of the buildings as the main subjects.
[26] In another interview, Wolf cited the artistic work of Edward Hopper as an inspiration for the series because of its voyeuristic nature and its inclusion of architectural details.
[31] One reviewer concluded that Wolf's Architecture of Density, Transparent City, and Tokyo Compression series represented a progression from long shot to close-up.
"[37] The Street View photographs were characterized by pixelation and image noise which were compared with techniques used by Roy Lichtenstein and Andy Warhol in their art.
[14] The work led to discussion of how the automatically taken Google Street View images affected the "decisive moment" concept of Henri Cartier-Bresson; nevertheless, the photographs were said to contain "some mystery" in that they were "hard to interpret.
This work created a discussion about privacy concerns, as people were being photographed unknowingly from inside their homes, although it gave a unique look into urban living with an emphasis on loneliness.