Mr. Sinai started his career as a photographer in his home town of Netanya, near Tel Aviv in1993. Two years later he began working for local newspapers in his area, and in 2000 moved on to the Israeli Daily, Haaretz. In 2003, Mr. Sinai joined Getty Images. in 2014, after 11 years with Getty Images Mr. Sinai began working as a contract photographer for the New York Times. 

Mr.Sinai has been widely recognized for his photographs .in 2015 he was nominated for a Pulitzer prize in Breaking News Photography As part of the New York Times team covering the war in the Ukraine. In 2005 Mr. Sinai won the first place story prize from the "World Press Photo" contest for his coverage of Gaza during Israel’s disengagement. In addition, Mr. Sinai was awarded second place at the 2009 Prix Bayeux-Calvados for his coverage of the war in Georgia, and the 2008 Magazine Photographer of the Year from Picture of the Year International. He also won awards from the National Press Photographers Association, the China International Press Photo Contest in 2007 and 2008, and the Days Japan Photojournalism Award in 2007. In 2012, Mr. Sinai co-directed the Documentary film “Numbered” with Dana Doron, winning awards worldwide both as a director and as Cinematographer of the film.