Offensive Security Engineer
Offensive Security Engineer at Casco — Remote
- Company: Casco
- Location: Remote
- Employment type: FULL_TIME
- Salary: USD 200000–200000 / year
- Posted: 2026-07-17
About this role
About the Role
We're seeking an exceptional Offensive Security Engineer to join our fast-growing startup and help shape the future of security testing. This role uniquely combines traditional penetration testing excellence with cutting-edge AI/LLM security expertise. You'll conduct sophisticated manual penetration tests while also working alongside our automated agentic red teaming systems, bridging the gap between human expertise and AI-driven security assessment.
What You’ll Do
Core Responsibilities
Execute comprehensive, white-glove manual penetration tests across web applications, APIs, cloud infrastructure, and network environments
Review, validate, and enhance findings generated by our agentic red teaming platform
Develop custom exploits, tools, and methodologies to identify complex security vulnerabilities
Contribute to the development of security-focused software and tooling within our engineering team
Collaborate with our engineering team to improve and refine our automated security testing capabilities
Produce detailed, actionable security assessment reports with clear remediation guidance
Partner with customer engineering teams to ensure security findings are properly understood and addressed
Research emerging attack vectors, particularly those involving AI/LLM systems and applications
Technical Leadership
Drive innovation in offensive security methodologies, especially at the intersection of traditional pentesting and AI-assisted security assessment
Mentor team members on advanced penetration testing techniques
Contribute to the company's security strategy and roadmap
Participate in the continuous improvement of our security testing frameworks and processes
What We’re Looking For
Required Qualifications
3+ years of professional penetration testing or offensive security experience with a proven track record of identifying critical vulnerabilities
Hands-on experience with AI/LLM security, including prompt injection, model manipulation, data poisoning, or other AI-specific attack vectors
Strong software engineering skills with proficiency in at least two programming languages, including TypeScript.
Deep understanding of OWASP Top 10, MITRE ATT&CK framework, and modern attack methodologies
Experience with common penetration testing tools (Burp Suite, Metasploit, Cobalt Strike, custom tooling)
Expertise in at least two of the following domains:
Web application security
Cloud security (AWS, Azure, GCP)
Network penetration testing
API security testing
Preferred Qualifications
Experience building or contributing to security tools and frameworks
Knowledge of machine learning security, adversarial ML, or AI red teaming
Relevant certifications (OSCP, OSWE, OSEP, GPEN, or equivalent)
Experience with container security and Kubernetes environments
Background in vulnerability research or exploit development
Contributions to open-source security projects
Experience working in fast-paced startup environments
Skills & Attributes
Hacker mindset: Creative, persistent, and always thinking outside the box
Technical depth: Ability to dive deep into complex systems and understand their security implications
Communication excellence: Can translate technical findings into business risk for various stakeholders
Self-directed: Thrives in a startup environment with minimal supervision
Continuous learner: Passionate about staying current with evolving threats and technologies
Collaborative spirit: Works effectively with cross-functional teams including engineers, product managers, and leadership
What We Offer
Remote-first culture: Work from anywhere within the United States
Competitive compensation:
Base salary: $200,000
Equity package with high growth potential
Cutting-edge work: Be at the forefront of AI-assisted security testing
Growth opportunities: Shape the security posture of a rapidly scaling startup
Learning budget: Annual allocation for training, certifications, and conferences
Modern tech stack: Access to the latest tools and technologies
Impact: Your work directly influences product security and customer trust
Collaborative environment: Work alongside talented engineers and security professionals
About Our Security Philosophy
Our mission is to make all software effortless secure. We believe the future of security testing lies at the intersection of human expertise and AI capabilities. Our offensive security engineers don't just find vulnerabilities—they help build the next generation of security assessment tools. You'll work in an environment that values both deep technical skills and creative problem-solving, where your insights directly shape how we approach security challenges.