Drimva

Microsoft

Senior Penetration Testing Engineer

$120K–$261K

Redmond, WA +8 · On-site · Senior · Full-time · Posted Oct 19, 2026

Location
Redmond, WA
Mountain View, CA
New York, NY
Atlanta, GA
Reston, VA
Boston, MA
Washington, DC
Fort Lauderdale, FL
Dallas, TX
Experience
Required: 3+ years with a Master's Degree, or 4+ years with a Bachelor's Degree, in security or a related field; equivalent experience accepted. Preferred: 5+ years of hands-on penetration testing or red teaming.
Education
Master's Degree in Statistics, Mathematics, Computer Science, or related field; or Bachelor's Degree in those fields; or equivalent experience.

About the job

Conduct penetration tests on Microsoft services and AI-powered systems, identify and communicate attack paths, and help teams remediate vulnerabilities and scale security testing.

What you'll do

  • Plan and run manual penetration tests across services, cloud infrastructure, identity, APIs, and applications; test AI applications, agents, MCP servers, and AI supply chains.
  • Connect findings across security layers, explain priorities and business impact, and work with partners on fixes.
  • Use AI agents for recon, triage, and regression testing with guardrails and human sign-off; share attack research through guidance and training.

What they ask for

  • Master's Degree in Statistics, Mathematics, Computer Science, or related field and 3+ years of security or related experience; or Bachelor's Degree in those fields and 4+ years of such experience; or equivalent experience.
  • Meet Microsoft, customer and/or government security screening requirements, including the Microsoft Cloud Background Check upon hire/transfer and every two years thereafter.

Nice to have

  • 5+ years of hands-on penetration testing or red teaming across cloud, web and API, identity, and network; hands-on assessment of production or pre-production LLM applications or AI agents.
  • Experience with named security tools, coding, AI architectures, regulatory frameworks, APT emulation or purple teaming; relevant certifications.

Pay

USD $119,800 - $234,700 per year (base salary); USD $160,200 - $261,000 per year (base salary)

Tools

Azure, AWS, GCP, Python, C#, Burp Suite Pro, Metasploit, Cobalt Strike

AI focus

Penetration-test LLM-powered and agent-based applications, MCP servers, and AI supply chains; use AI agents to support recon, triage, and regression testing with guardrails and human sign-off.

Model-written summary · the original posting is authoritative

First seen Oct 20, 2026 · Last verified Nov 5, 2026 (UTC)