[6] His first trips were to Romania (for its first democratic election) and to Germany, then Russia in 1991 just before the August coup that marked the end of the Soviet Union.
[7] In 2004 and 2005 Eskenazi directed a Kids with Cameras project in Jerusalem,[1][8] teaching photography to Arab Muslims and Jewish children.
For economic reasons as well as to obtain health insurance, Eskenazi worked from 2008 to 2009 as a security guard at the Metropolitan Museum of Art in New York.
[9] William Meyers, writing in The Wall Street Journal, favorably reviewed The Americans List,[10] as did photographer David Carol.
[11] Eskenazi is one of the founding editors of Sw!pe magazine, created by guards at the Metropolitan who are artists in their free time.
In each book, the photography style appears documentary black and white, but the photos are recontextualized in an imagined conceptual and visual narrative.
[6] Using the fairy tale as a framework, he "took the title of his book from Alice in Wonderland, [and] likens the breakup of the Soviet Union (and the food and security provided by the Communist Party) to the end of childhood.
[5][6] In 2011 Eskenazi successfully raised funding via a Kickstarter campaign to complete The Black Garden, envisioned as "a companion to" Wonderland and a photographic investigation of the East–west divide.