In 2007, Jared Kushner began acquiring and merging several print and online media publications into the Observer brand, including The New York Observer, BetaBeat, Gallerist, NY Politicker, SCENE Magazine, and PolitickerNJ. These acquisitions became integrated into the website observer.com (Gallerist was integrated in September 2014, PolitickerNY in March 2014, BetaBeat in January 2015, and PolitickerNJ in August 2016).
In March 2012, Observer Media launched The Commercial Observer, a commercial real estatepublication. The organization has since received various awards, including "NAREE's 65th Annual Real Estate Journalism" award, "Best Team Report Silver" award (2013), and "Best Weekly Newspaper Report Silver" award (2014).The Commercial Observer publishes at commercialobserver.com, and also publishes weekly print edition.
James Karklins, the former chief marketing officer at Newsweek, was named president of Observer Media on January 8, 2018.
The Observer Media online site includes four main content categories: News & Politics, Arts & Entertainment, Business & Technology, and Style & Design. Observer Media discontinued a print edition called The New York Observer in November 2016.
In April 2016, former editor-in-chief Ken Kurson was criticized for providing "input" to Donald Trump in a speech given at the annual AIPAC conference. The Observer was also criticized in 2014 for an investigative piece on former New York Attorney General Eric Schneiderman. In July 2016, Observer staff journalist Dana Schwartz published an open letter to her boss Jared Kushner criticizing him for his involvement in Donald Trump's (Kushner's father-in-law) presidential campaign. Shortly thereafter, Kushner responded to the letter defending his contributions to Trump's presidential campaign. Both articles were widely circulated in social media, and attracted attention from various media outlets.