Senior Security Engineer (Red Team)

Pindrop

1d•$140,000 - $165,000•Remote

About The Position

As a Security Engineer (Red Team), you will help Pindrop proactively identify and exploit weaknesses across product, cloud, and AI-powered systems so we can strengthen defenses before adversaries do. This role blends hands-on offensive security, GenAI attack simulation, security engineering, and operational partnership with blue-team, product, and AI/ML stakeholders.

Requirements

3+ years of hands-on penetration testing and red team experience across SaaS applications, cloud infrastructure, APIs, and web applications.
Demonstrable experience attacking GenAI or LLM-based systems, including prompt injection, jailbreaking, indirect prompt attacks, model extraction, or adversarial input generation.
Hands-on experience with deepfake tools, voice synthesis, or audio/visual spoofing technologies in an offensive or research context.
Strong proficiency with offensive security tooling such as Burp Suite, OWASP ZAP, Nmap, Metasploit, Cobalt Strike, or equivalent frameworks.
Experience configuring and operating SAST and DAST tools and integrating them into CI/CD pipelines.
Proficiency in at least one scripting or programming language, with Python strongly preferred, for custom attack tooling and workflow automation.
Familiarity with AI-specialized security tools or frameworks such as Garak, PyRIT, Claude Security, or similar adversarial ML tooling.
Strong understanding of cloud security architecture, container security, API security, and common security standards including ISO 27001/27002, NIST, CIS, PCI DSS, OWASP, and SOC 2.

Nice To Haves

Prior software development or secure architecture experience, including the ability to reason about production code across multiple languages.
Research, publication, or deep practitioner background in adversarial machine learning, LLM security, or voice/audio deepfake detection.
Relevant certifications such as OSCP, GPEN, GWAPT, GXPN, CEH, or equivalent.
Prior experience in voice biometrics, AI security, fraud prevention, or similarly high-risk product environments.

Responsibilities

Design and execute red team operations against Pindrop’s GenAI systems, LLM pipelines, RAG architectures, autonomous agents, APIs, SaaS products, and cloud environments, simulating real-world attacks across both traditional and AI-specific attack surfaces.
Conduct adversarial testing focused on prompt injection, indirect prompt attacks, jailbreaking, model extraction, training-data poisoning, data leakage, inference abuse, and unauthorized output manipulation.
Use deepfake generation, voice synthesis, and related spoofing techniques to test and attempt to defeat Pindrop’s voice authentication and deepfake detection capabilities, helping identify model robustness and detection gaps.
Develop novel attack chains that combine GenAI vulnerabilities with infrastructure, application, identity, and API weaknesses to create realistic end-to-end threat scenarios.
Plan and execute full-scope penetration tests and support bug bounty efforts across Pindrop’s web applications, APIs, SaaS products, and AWS/GCP environments using commercial and open-source offensive tooling.
Perform architecture reviews, security code reviews, and threat modeling with emphasis on vulnerabilities introduced by AI/ML components, model integrations, and LLM-facing services.
Build automation for offensive security workflows, testing, compliance checks, alerting, and reporting using Python or similar scripting languages, including AI-native attack tooling where useful.
Partner closely with SecOps and security engineering to improve detections, tune response workflows, and translate red team findings into practical remediation and defensive improvements.
Stay current on GenAI security research, adversarial ML techniques, evolving threat intelligence, and relevant regulatory developments, then apply those insights to Pindrop’s security program.

Benefits

Competitive compensation package, including RSUs (Restricted Stock Units) for all employees
Remote-first environment
Unlimited Paid Time Off (PTO)
Generous health and welfare plans to choose from - including one employer-paid “employee-only” plan!
Best-in-class Health Savings Account (HSA) employer contribution
Low-cost vision and dental plans for you and your family
Paid Parental Leave - Including birth, adoptive & foster parents
One year of diaper delivery for your newest addition to the family!
Recurring monthly phone and internet allowance
Enhanced fertility and GLP-1 benefits
Annual Learning & Development stipend