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Cheray MacFarland has extensive work experience in marketing and branding. Cheray currently serves as the Director of Community & Marketing at City Market, Onion River Co-op since May 2023. Prior to this, they held the role of VP of Marketing/Fractional CMO at Numerous Enterprises from September 2021 to May 2023. In this position, Cheray provided guidance and support for various companies under the Numerous Enterprises umbrella, including Dedalus Wine, Paradiso Hifi Lounge, Halyard Brewing, Leaf Labs Cannabis, and Four Quarters Brewing. Their responsibilities included assessing marketing strategies, restructuring departments, developing branding aesthetics, leading rebranding processes, and building go-to-market strategies.

Before joining Numerous Enterprises, Cheray worked at Citizen Cider from September 2018 to August 2021 as the Director of Sales & Marketing and from March 2016 to September 2018 as the Director of Marketing. Cheray also served as the Marketing Brand Manager and Creative Manager at Vermont Hard Cider Company, LLC from March 2015 to March 2016 and from February 2013 to February 2015, respectively. Prior to these roles, they worked as a Graphic Design Coordinator at Long Trail & Otter Creek Brewing Company from June 2010 to February 2013, as well as a Lead Graphic Designer at Palmer Creative Group from October 2008 to May 2010 and as a Graphic Designer at PinCrafters from September 2007 to October 2008.

Cheray MacFarland attended Endicott College from 1998 to 2002, where they obtained a Bachelor of Fine Arts degree with a focus on Graphic Design.