Zendesk · 11 hours ago
Staff Offensive Security Engineer
Madison, Wisconsin, United States of America
Full-time
Hybrid
Senior Level, Lead/Staff
$215K/yr - $323K/yr
7+ years expZendesk is a company that focuses on enhancing customer service experiences. They are seeking a Staff Offensive Security Engineer to perform penetration testing, collaborate with various security teams, and provide insights on vulnerabilities in their products.
Customer ServiceData ManagementEnterprise SoftwareSoftwareTechnical Support
Responsibilities
Work in a team-orientated, fast-paced, global, and flexible environment
Perform penetration testing across our entire product and infrastructure
Perform SaaS-based red team exercises with specific goal oriented objectives
Continuously evolve your skills toward AI evaluation and knowledge based on emerging tactics, techniques and procedures related to AI agent vulnerabilities
Collaborate with our AI Security, threat intelligence, threat monitoring and threat engineering teams to understand our threats, provide practical validations of threats and ensure our protections and incident response are continuously refined
Provide actionable insights for our Product Development team regarding vulnerabilities
Qualification
Required
A deep understanding of SaaS environments including the unique security threats that apply
Strong technical understanding of LLM architectures, RAG pipelines, and agentic AI systems, including their attack surfaces, vulnerabilities, and security implications
A demonstrated understanding of quantitative analysis for large scale evaluations
Excellent problem solving skills and self-motivation to learn and upskill regularly
Excellent communication skills, with the ability to actively listen, take on feedback and be a positive member of any team
At least 7 years of professional experience in the field of offensive security
A strong knowledge of modern web application architecture and the vulnerabilities often associated with them
A strong knowledge of LLMs including their unique security threats, and how embedded vectors impact performance
Proficiency in offensive security tooling such as a web proxy like Burp Suite, Nmap, Kali and a scripting language of your choice
Preferred
Experience with AWS and its security features
Experience with developing or testing AI systems at scale
Experience with AI Security tools (e.g., promptfoo, etc.)
Experience with MacOS & Apple infrastructure and its security features
10+ years of professional experience in the field of offensive security
Professional certifications related to offensive security, including but not limited to: OSCP, CEH, CPT, GPEN, OSCE, OSWP, OSWE, OSEE, OSDA, PNPT, CPENT, CRTO, GXPN
Published vulnerabilities, bug bounty reputation or other contributions to the industry
Talks, conference appearances or other professional event experience
Benefits
Bonus
Benefits
Related incentives
Company
Zendesk
Zendesk develops a customizable customer service platform for organizations.
5001-10000 employees
H1B Sponsorship
Zendesk has a track record of offering H1B sponsorships. Please note that this does not
guarantee sponsorship for this specific role. Below presents additional info for your
reference. (Data Powered by US Department of Labor)
Distribution of Different Job Fields Receiving Sponsorship
Represents job field similar to this job
Trends of Total Sponsorships
2025 (50)
2024 (69)
2023 (37)
2022 (92)
2021 (93)
2020 (44)
Funding
Current Stage
Public CompanyTotal Funding
$85.5MKey Investors
RedpointMatrixBenchmark
2022-11-22Private Equity
2022-06-24Acquired
2019-09-18Grant
Leadership Team
Mikkel Asger Svane
CEO and Co-Founder
Adrian McDermott
Chief Technology Officer
Recent News
2026-02-03
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Small Business Trends
2026-01-04
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