Summary
Jessica Boctor is a multidisciplinary Head of Customer Success and seasoned software engineer with 11 years of experience blending product-facing engineering, marketing, and customer operations. A founding CS team member at Gravity Rail, she builds scalable workflows, QA processes, and AI-assisted triage systems while translating customer insights into engineer-ready requirements. Previously at Automattic she led payment integrations, compliance fixes, and developer apprenticeship milestones, pairing hands-on coding with documentation and support for high-value transactions. Jessica’s background as an entrepreneur and marketer informs pragmatic solutions—she designs user education and self-serve resources that reduce churn and operational load. Based in Tennessee and fluent in German from early-career roles, she brings a rare mix of technical rigor, creative communication, and cross-functional leadership.
10 years of coding experience
7 years of employment as a software developer
California State University, Long Beach
Higher School Diploma, College/University Preparatory and Advanced High School/Secondary Diploma Program, Higher School Diploma, College/University Preparatory and Advanced High School/Secondary Diploma Program at Arlington High School
Developer Apprenticeship, Computer Software Engineering, Developer Apprenticeship, Computer Software Engineering at Automattic Inc
Bachelor of Arts, Germanic Studies, Bachelor of Arts, Germanic Studies at Class of 2007 University of California