Design and maintain a clear, end-to-end education journey for upmarket and enterprise customers, aligned to onboarding, expansion, and long-term success.
Define what “great” education looks like for this segment and translate that into repeatable programs and assets.
Establish success metrics to measure the impact of education on adoption, confidence, and customer outcomes.
Develop and maintain educational content tailored to mid-market and enterprise needs, including linear learning courses, live and virtual training sessions, and technical and product-focused articles.
Ensure content is practical, outcome-oriented, and reflects real customer workflows and use cases.
Continuously iterate on content based on customer feedback, product changes, and support insights.
Plan and deliver custom training sessions for Vanta’s premium support and strategic customers.
Facilitate live training with confidence and clarity for technical and executive audiences.
Adapt training in real time based on customer maturity, risk profile, and goals.
Identify gaps in educational resources and spot recurring customer challenges and opportunities for enablement.

5–6+ years of experience in Upmarket Customer Education, and/or Customer Success, Enablement, or Training
Experience working in a SaaS environment, ideally with technical or compliance-driven products.
Proven track record of owning complex, strategic initiatives and driving measurable outcomes independently.
Strong program management skills, able to structure ambiguity into clear plans and deliverables.
Excellent written and verbal communication skills, with the ability to explain complex topics clearly.
Executive presence and comfort leading high-stakes conversations with senior customer stakeholders.
Ability to balance customer empathy with business and scalability considerations.
Comfortable presenting, facilitating live sessions, and fielding unscripted questions.
Nice to have: Background in technical training, compliance, or risk-related domains.
Experience building education programs from scratch or significantly scaling an existing one.
Open to using AI to amplify their skills and strengthen their work
demonstrating curiosity, a willingness to learn, and sound judgment in applying AI responsibly to improve efficiency and impact

Program Manager, Upmarket Education

Key skills