The Upstate Courier was founded in May 3015 as a regional sports website dedicated to coverage of area teams. Originally under the masthead “518 Sports,” the website achieved great success in its coverage of high school college, and minor league sports of importance to readers. 

In October 2016, the outlet shifted its focus from semi-monthly to daily publication of stories. At the same time, company founder Dylan Rossiter announced the start of a massive rebranding effort to align the site as more of a community publication reaching more than “the local sports fan.”

In August 2017,  the 518 Sports brand was absorbed into The Upstate Courier. Later that month, star correspondent Aidan Joly was named the new Managing Editor, and Dylan Rossiter became the Courier’s Editor-at-Large. 

The Courier is backed by the Rossiter Media Group, which also operates newsgathering operations Eastern Massachusetts. Tamara Cookingham is the president and chief financial officer of the Rossiter Media Group. Her son Dylan,   who created 518 Sports is the company’s chief executive officer.  


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