Leafly was founded in June 2010 by Scott Vickers, Brian Wansolich, and Cy Scott. The three Orange County engineers recognized the need for a legitimate strain resource and began to build Leafly as a side project to their jobs as web developers. Privateer Holdings acquired the company in 2011, at which time Brendan Kennedy became the company's CEO. Meanwhile, the original founders left to launch a new company named Headset. By July 2011 the website had received about 180,000 unique visitors and was growing at 30 percent per month. In April 2012, Leafly reported about 2. 3 million monthly visits and approximately 50,000 mobile app downloads per month. In June 2016, the company announced that it received more than 6 million monthly visitors and 31 million page views across its website and mobile applications. On August 2, 2014, Leafly became the first cannabis company to place an advertisement in The New York Times. On November 6, 2017, Privateer Holdings announced Chris Jeffery as the new CEO. Prior to joining Leafly, Jeffrey co-founded OrderUp, an online and mobile food delivery service. Jeffrey was replaced as CEO in 2018, after less than a year with the company.