[Hiring] Senior AI & Product Enablement Specialist @Sysdig

Role Description

We are looking for driven team members who want to join us on our mission to lead cloud security globally. What you will do:

• Design and build complex, hands-on lab scenarios that showcase Sysdig across containers, Kubernetes, Linux and public cloud, realistic enough to mirror what customers actually run.
• Own the automation and reliability of the training platform (e.g. Instruqt, LMS and supporting tooling): provisioning, scripting, and troubleshooting environments so sessions never fall over.
• Design and deliver engaging technical training, workshops and demos for diverse audiences, adapting your approach to each audience’s maturity level.
• Apply instructional design principles to turn Sysdig’s solutions into structured learning journeys with clear outcomes, and author clear courseware and technical documentation (YAML- and Markdown-based content).
• Use AI coding/agent clients (e.g. Claude Code, Codex, or equivalents) to accelerate lab creation, scripting, content drafting and troubleshooting, applying sound judgment on when to verify or refine their output.
• Drive projects from inception to delivery autonomously, making sound decisions within broad parameters and escalating risks appropriately.
• Partner with Product, Customer Success and Marketing to keep training relevant and aligned to feature value propositions, and represent Sysdig in customer and partner sessions.
• Translate customer and internal feedback into content and process improvements, help define best practices and teaching standards, and mentor more junior team members.

Qualifications

• Deep, hands-on expertise in containers, orchestration (Kubernetes), Linux and/or public cloud services, plus a solid grasp of the cloud-native ecosystem (Cloud Native, CIEM, CNAPP) and DevOps tools and methodologies.
• Fluent coding in 1–2 languages (Bash, Python, Go) and comfort authoring YAML- and Markdown-based content and working with APIs.
• 3+ years instructing and breaking complex concepts down for the target audience, with a strong track record of engaging delivery and clear, comprehensive technical writing.
• The ability to both build training and deliver it confidently; you are strong on the technical craft and the communication craft, not just one.
• Comfort working with AI coding/agent CLI clients (Claude Code, Codex, or similar) as part of your daily workflow.
• Fluent English, written and spoken, for delivering global training.

Requirements

• Advanced, wide-ranging experience used to develop and refine learning solutions, with the creativity and structure to solve complex problems and the communication skill to make them land.
• An analytical approach that uses feedback, data and metrics to improve labs, content and delivery.
• Someone who helps define new best practices, mentors others, and works autonomously under broad direction.

Benefits

• Extra days off to prioritize your well-being.
• Mental health support for you and your family through the Modern Health app.
• Great compensation package.

Company Description

Sysdig values a diverse workplace and encourages women, people of color, LGBTQIA+ individuals, people with disabilities, members of ethnic minorities, foreign-born residents, and veterans to apply. Sysdig is an equal-opportunity employer. Sysdig does not discriminate on the basis of race, color, religion, sex, national origin, age, disability, genetic information, sexual orientation, gender identity, or any other legally protected status.