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Jessica Leigh Lebos has a diverse work experience spanning over several years. Jessica Leigh is currently employed as a Senior Storyteller & Writer at Kiva since March 2022. Prior to this, they worked as a Columnist for Savannah Sideways, where they wrote weekly columns about interesting aspects of the city starting from May 2021. From August 2019, they served as a Content Creator/Copywriter at Amy's Kitchen. Jessica also worked as a Lead Writer & Game Strategist for Questo from April 2021. Before that, they were a Marketing Copywriter/Content Creator at Harvest Health & Recreation, Inc. starting from May 2019.

In addition, they have worked as a Lead Writer & Researcher for the Sustainable Investment Institute from March 2023 to June 2023. Previously, Jessica held the position of Communications & Marketing Strategist at Smoke Cartel, Inc. from February 2018 to November 2018.

Furthermore, Jessica has noteworthy experience in journalism. Jessica Leigh served as a Community Editor at Connect Savannah from September 2011 to February 2018, where they covered various local issues and managed a team of photographers, freelancers, and interns. During their time at Connect Savannah, Jessica won the First Prize for Humor by the National Society of Newspaper Columnists in 2017. Prior to Connect Savannah, they founded and led Yo, Yenta as the Head Yenta from April 2004 to October 2016. Moreover, they worked as the Managing Editor for Southern Journey, where they conceptualized and edited annual hardcover hotel guides for the Savannah Area Tourism & Leadership Council from June 2009 to December 2010, significantly increasing its distribution numbers.

Jessica Leigh Lebos attended the University of Arizona from 1989 to 1994 and obtained a Bachelor of Arts degree in Creative Writing.