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Shai-Ann Gayle has a diverse work experience in the tech industry.

Shai-Ann started their career at ConnectWise as a Jr. Software Support Consultant, where they served as the first point of contact for user issues with company products. Shai-Ann identified process gaps and implemented updates for efficiency improvements.

Shai-Ann then moved on to the role of Technical Knowledge Specialist at ConnectWise, where they engaged in systems analysis and provided solutions based on diagnosis. Shai-Ann also analyzed, tested, and modified end user computer systems.

Later, they worked as a Premium Technical Support Analyst at ConnectWise, providing higher level support to premium partners. Shai-Ann engaged in community tech spaces to address questions and concerns. Shai-Ann also troubleshooted technical issues and created workaround procedures.

Currently, Shai-Ann is employed at Pharos as a Product Owner.

Shai-Ann Gayle attended Harmony High School from 2009 to 2013 and obtained a High School Diploma. Shai-Ann then pursued their higher education at Valencia College from 2011 to 2013, where they obtained an Associate of Arts (A.A.) degree in General Studies. Later, they attended the University of South Florida from 2013 to 2016 and earned a Bachelor of Applied Science (B.A.Sc.) degree in Health Services/Allied Health/Health Sciences, General.