Pentest Operations Engineer - Remote

Overview

Kaseya is the leading provider of complete IT infrastructure and security management solutions for Managed Service Providers (MSPs) and internal IT organizations worldwide powered by AI. Kaseya’s best-in-breed technologies allow organizations to efficiently manage and secure IT to drive sustained business success. Kaseya has achieved sustained, strong double-digit growth over the past several years and is backed by Insight Venture Partners, a leading global private equity firm investing in high-growth technology and software companies that drive transformative change in the industries they serve.

In Short

• Ensure the reliable execution and completion of automated penetration tests initiated through the vPenTest backend.
• Monitor internal tools, logs, and metrics to detect and respond to test-related failures or abnormalities.
• Troubleshoot complex issues spanning infrastructure, network communication, test orchestration, and backend services.
• Work with developers to log issues, assist in debugging, and verify fixes related to the pentest execution pipeline.
• Collaborate with DevSecOps to troubleshoot and investigate issues related to the automated pentest framework.
• Communicate with the engineering team to align system behavior with testing methodologies and expected outcomes.
• Create and maintain internal documentation for issue patterns, resolutions, and troubleshooting workflows.

Requirements

• Strong foundation in infrastructure, networking, and cybersecurity concepts.
• Proficiency in Linux environments and experience with cloud platforms (AWS, Azure, or GCP).
• Familiarity with containerization (Docker, Kubernetes) and backend service troubleshooting.
• Ability to read and debug code (Ruby on Rails preferred, Python also valuable).
• Excellent analytical thinking and a strong aptitude for reverse engineering complex issues.
• Effective written and verbal communication skills.
• Prior experience in a backend operations, network or systems engineering is a plus.

Benefits

• Help shape the future of automated security testing.
• Work with a passionate, highly technical team committed to innovation.
• Enjoy competitive compensation, benefits, and flexible work arrangements.