Senior Security Researcher (Red Team)

What you’ll do

As a Senior Security Researcher (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.

• 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.

Who you are

• You are an adversarial thinker who approaches security from an attacker’s perspective and brings the creativity, rigor, and curiosity to prove it.
• You have genuine hands-on experience attacking AI systems, not just reading about them, and you enjoy breaking assumptions that others consider safe.
• You continuously look for automation and AI-powered efficiencies in offensive security workflows.
• You communicate clearly and can translate technical findings into prioritized, actionable guidance for technical and executive audiences alike.
• You work independently and thrive in ambiguous, fast-moving environments with minimal supervision.
• You are resilient, optimistic, accountable, and adaptable when priorities shift.

Your skill-set

Must-haves

• 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.

What’s in it for you

As a Pindropper, you’ll join a rapidly growing company making technology more human with the power of voice. You’ll help shape how Pindrop attacks and defends modern AI-enabled systems, working at the intersection of offensive security, GenAI, deepfake defense, and cloud security. Your work will have direct impact on how we protect voice identity and high-trust customer interactions. You’ll work alongside a passionate, high-performing team committed to excellence and enjoying the journey together.

What we offer

As a part of Pindrop, you’ll have a direct impact on our growing list of products and the future of security in the voice-driven economy. We hire great people and take care of them. Here’s a snapshot of the benefits we offer:

• Competitive compensation package, including RSUs (Restricted Stock Units) for all employees, so everyone shares in our long-term success.
• Remote-first environment - giving you flexibility and autonomy in how you structure your day.
• While we work flexibly, we prioritize meaningful in-person moments through regular team on-sites, company-wide events, and intentional gatherings that foster connection, collaboration, and shared success.
• 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, providing comprehensive coverage and peace of mind.
• Paid Parental Leave - Including birth, adoptive & foster parents
• One year of diaper delivery for your newest addition to the family! It’s our way of welcoming new Pindroplets to the family!
• Recurring monthly phone and internet allowance to help cover essential connectivity costs and support flexible work.
• Enhanced fertility and GLP-1 benefits to support family-building journeys and personalized health needs.
• Annual Learning & Development stipend to support your professional growth, skill-building, certifications, and continued education.

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