Technical Enablement Director

Details

About Sentry

Sentry helps developers fix errors and performance issues before users notice, enabling teams to spend less time firefighting and more time building. Trusted by more than 200,000 organizations, Sentry is an application monitoring standard and is building an AI-native future.

Responsibilities

• Become a Sentry product expert, understanding all product capabilities and how customers use the product.
• Own the Sentry University virtual learning platform, including curriculum preparation, learning-unit development, content creation, and overall user experience.
• Create and execute a comprehensive training strategy to help customers quickly adopt the platform and accelerate time to value.
• Build and operationalize a certification program for customers, partners, and employees.
• Design and own end-user training content for customer success managers and sales engineers to deliver to customers and prospects.
• Create and deliver instructor-led training through virtual group sessions and in-person workshops.
• Partner with Sales and Marketing to track lead progress within Sentry University.
• Collaborate with Product and Engineering to keep enablement materials current and aligned with company branding, messaging, and design standards.
• Develop onboarding and ongoing technical enablement programs for customer-facing technical teams on topics including logging, monitoring, and cloud technologies.
• Develop key performance indicators to measure training-program adoption and effectiveness.

Requirements

• Strong knowledge of the application monitoring field.
• At least 5 years of experience developing and delivering technical training.
• A bachelor's degree in Computer Science, Computer Engineering, or a related field, or equivalent experience.
• Strong verbal and written communication skills, with the ability to build rapport and credibility with technical and business audiences.
• Strong presentation skills.
• Significant experience working with customers and partners both remotely and in person.
• Ability to develop structured training plans, actions, and measurable metrics.
• Experience using various learning tools and media to optimize learning.
• Strong technical expertise and a deep understanding of the Software Development Life Cycle and related technologies.
• Interest in developer tools, open source, and software development.

Equal Opportunity

Sentry is committed to equal employment opportunities and reasonable accommodations for employees and candidates with disabilities. The company strives to build a diverse, inclusive culture where every teammate can thrive.