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Jessica Sherlock-Bowman has a diverse work experience. Jessica served as the Director of Recruitment at Nurturing Wisdom Tutoring from February 2017 to present. Prior to that, they were the Director of Client Services and Recruiting at TeacherCare from August 2011 to February 2017. Jessica also worked as a Teacher at Chicago International Charter School from 2009 to 2010. Additionally, they have experience as a Professional Developer/Literacy Coach at Children's Literacy Initiative from 2008 to 2009, and as a Teacher at Chicago Public Schools from 2002 to 2007.

Jessica Sherlock-Bowman holds a Master's Degree in Educational Leadership and Administration, General from National Louis University, which they obtained from 2007 to 2008. Jessica also has a Master's Degree in Education from the same university, although the specific dates are unknown. Prior to their graduate studies, Jessica earned a Bachelor of Science degree in Psychology from Eastern Michigan University. In addition to their formal education, they have obtained the SHRM Certified Professional (SHRM-CP) certification from the SHRM institution in July 2021. It is unclear if Jessica has obtained any other certifications or an Illinois State Teaching Certificate.