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Technical Enablement Director

United States, San Francisco 180000.00 - 200000.00 USD / Year · Job Posted February 18, 2026
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Job Description

Sentry is looking for a talented Technical Enablement Director to help drive usage and adoption of our platform through education and enablement. This position will be responsible for strategy, planning, and end-to-end execution of training and educational programs, both internal for our employees, and external for our customers and partners.

Job Responsibility

  • Become a Sentry product expert
  • Own the Sentry University virtual learning platform
  • Create a comprehensive training strategy
  • Build out and operationalize an engaging certification program
  • Design and own all end-user training content
  • Create and deliver an instructor-led training curriculum
  • Work in close partnership with sales and marketing to track progress of leads
  • Collaborate with Product and Engineering to ensure enablement materials are up to date
  • Develop programs and training materials to drive onboarding and ongoing technical enablement
  • Develop KPIs that measure adoption and effectiveness of the training programs

Requirements

  • Strong knowledge in the application monitoring field
  • 5+ year experience in technical training development and delivery
  • BA/BS degree in CS or Computer Engineering-related field or equivalent experience is mandatory
  • Strong verbal and written communications skills
  • Strong presentation skills
  • Significant experience working with customers and partners, both remotely and in person
  • Ability to think out of the box to develop structured training plans, actions, and measurable metrics
  • Experience leveraging various learning tools and media to provide optimal learning

Nice to have

  • Enjoy talking about technology and interfacing with engineers and engineering leaders
  • Appreciate working on a variety of projects with different stakeholders
  • Like being “in the middle of it all”, working across the organization
  • Have a fast-paced, results-driven mindset
  • Love developer tools, open-source, and/or all things software development life cycle

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