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Senior Security Researcher - Red Team

Job in Chicago, Cook County, Illinois, 60601, USA
Listing for: OpenKrill
Full Time, Contract position
Listed on 2026-10-27
Job specializations:
  • IT/Tech
    Cybersecurity, AI Engineer (Applied/Software), Information Security & Data Protection
Salary/Wage Range or Industry Benchmark: 140000 - 210000 USD Yearly USD 140000.00 210000.00 YEAR
Job Description & How to Apply Below
Position: Senior Security Researcher - Red Team (Contract)
Who We Are

Pindrop is a cybersecurity company delivering continuous identity verification across voice, video, and digital interactions. Powered by the Pindrop Intelligence Network, our unified trust platform helps enterprises answer three critical questions:

Is this identity synthetic? Detect AI-generated and manipulated voice and video.

Is this identity risky? Identify fraud, suspicious behavior, and other risk signals.

Is this identity known? Authenticate identities using voice, device, behavioral, and other signals.

Pindrop brings this intelligence together across purpose-built trust engines to help organizations make informed decisions in real time — protecting customers, workforce interactions, and emerging AI-driven interactions.

Pindrop protects billions of high-risk interactions for enterprises, including leading financial institutions, insurers, and healthcare organizations. Its technology is informed by more than 8 billion real-world interactions annually and protected by 300+ patents.

Recognized by TIME as one of the 10 Most Influential Software Companies of 2026 and by Inc. for Best in Business for Innovation, Pindrop is backed by leading investors including Andreessen Horowitz, IVP, and Capital

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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, jail breaking, 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 Sec Ops 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.
  • Y…
Position Requirements
10+ Years work experience
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