Twenty
CybersecurityDirect Ashby career site

Senior/Staff Product Manager, Autonomous Cyber Operations

Location
Arlington, VA · On-site
Job type
Full-time
Level
Lead / Staff
Listed
23 days ago

Skills & highlights for this role

  • U.S. citizenship required
  • offensive cyber operations
  • vulnerability management
  • attack surface management
  • penetration testing

Also useful

  • 0-to-1 product development
  • AI-assisted security workflows
  • adversary emulation

Stated benefits & perks

  • Health
  • Dental
  • Vision
  • Parental leave

Role Summary

Twenty builds AI-enabled technology for mission-critical cyber operations. We're seeking a Senior Product Manager to shape capabilities for cyber warfare, focused on building highly autonomous capabilities employed on the nations most critical operations.

You'll work closely with practitioners and engineers to understand how users execute high-stakes offensive cyber operations in support of national security objectives, then turn those needs into reliable, intuitive product experiences. You'll balance speed, accuracy, auditability, and legal frameworks while guiding product work from discovery through delivery and iteration.

Who You Are

  • You're fluent in some aspect of cyber related workflows, and can earn trust with security researchers, engineers, and mission-facing users.
  • You can translate complex technical problems into clear product choices and useful, intuitive experiences.
  • You're comfortable with ambiguity, high accountability, and hands-on collaboration.
  • You communicate clearly and bring sound product judgment to complex technical and security tradeoffs.

What You’ll Do

  • Own discovery, roadmap, prioritization, requirements, delivery, and iteration for offensive-security and vulnerability-management capabilities.
  • Learn how practitioners conduct nation state level cyber operations; turn those workflows into clear, actionable product experiences.
  • Partner with engineers and mission-facing users to define useful findings, workflow integrations, data needs, and reliable technical behavior.
  • Make product tradeoffs across speed, usability, accuracy, auditability, and legal frameworks.
  • Set meaningful success metrics, gather user feedback, and use what you learn to improve the product.
  • Communicate product strategy, roadmap choices, and technical tradeoffs clearly to leadership and delivery teams.

Must Have

  • Substantive experience in at least one of: offensive cyber operations (OCO), vulnerability research, attack surface management, vulnerability management, incident response, adversary hunt, cyber threat intelligence, penetration testing, or red teaming.
  • Strong product judgment and the ability to turn technical needs into user-centered product direction. Formal PM experience is helpful; demonstrable ownership and shipped outcomes matter most.
  • Ability to work credibly with engineers and practitioners on integrations, data quality, workflows, and security tradeoffs.
  • Comfort with ambiguity, high accountability, and hands-on collaboration.

Nice to Have

  • Experience with offensive-security or vulnerability-focused platforms built for expert users.
  • Exposure to vulnerability intelligence, adversary emulation, security research, or technical mission workflows.
  • Experience with 0-to-1 product development, data-rich security tools, or AI-assisted security workflows.

Benefits

What's on the table

  • Health. Medical, dental, and vision plan options. Life / AD&D, disability coverage options.
  • Family. Paid parental leave for eligible full-time employees. 12 weeks for birthing parents, 4 for non-birthing parents, 6 weeks for adoptive, foster, or intended parents through surrogacy.
  • Vacation. Paid holidays and flexible PTO. Take what you need.
  • Retirement. 401(k) with pre-tax and Roth options. HSA/FSA options, dependent care FSA.
  • Benefits vary by location, role, and eligibility. Full plan details provided during the interview and offer process.
  • If this role sounds like you, apply and share with us your interest
  • Due to U.S. government contract and security requirements, this role is limited to U.S. citizens.
  • Some positions may also require eligibility to obtain and maintain a U.S. Government security clearance.
  • Any active clearance requirement will be listed in the role description.

About the Company

America is under sustained cyber attack. Our adversaries infiltrate our networks, steal our IP, and degrade the digital infrastructure that modern life runs on. They’ve learned-correctly-that those attacks rarely produce consequences.

Twenty was founded to change that, by making our adversaries think twice before they attack us. Our vision is American and allied primacy in cyberspace-a future where they cannot contest us, deterrence is assured, and the free world remains secure.

Founded in 2024, Twenty Technologies () industrializes offensive cyber operations for the U.S. and its allies. Headquartered in Arlington, Virginia, Twenty has raised $168M from Khosla Ventures, Accel, Caffeinated Capital, Friends & Family Capital, Point72 Ventures, General Catalyst, and In-Q-Tel.

Mission | On Site | Full Time | U.S. Citizenship Required / No Active Clearance Required

Read the original posting

From Twenty's careers page, first listed on Rolev.ai on October 17, 2026. Rolev.ai is not the employer.

How Rolev.ai helps with this application

Rolev.ai is a job search and application tool for US job seekers. For this Senior/Staff Product Manager, Autonomous Cyber Operations role at Twenty, it shows how your resume fits, tailors your resume to the posting, and prepares the application for you to review.

  • See how you fit

    Openings from employer career sites are ranked against your whole resume—and searchable inside Claude, ChatGPT, and Cursor via Rolev.ai MCP.

  • Tailor without inventing

    Every change to your resume is checked against your original. New experience goes in only with your yes—zero fabricated claims.

  • Draft the full kit

    Tailored and Full Match resumes, role-specific cover letters, and answers to employer screening questions are prepared in seconds.

  • 1-Click Extension Autofill

    The Chrome extension fills the employer's Greenhouse, Workday, Lever, or Ashby form in 1 click. You review it and press Submit.

Common questions

Where is the Senior/Staff Product Manager, Autonomous Cyber Operations job at Twenty located?

This Senior/Staff Product Manager, Autonomous Cyber Operations position at Twenty is located in Arlington, VA (On-site). Always check Twenty's application page for specific state eligibility or relocation policies.

What qualifications are required for Senior/Staff Product Manager, Autonomous Cyber Operations at Twenty?

For the Senior/Staff Product Manager, Autonomous Cyber Operations role, Twenty highlights experience with offensive cyber operations, vulnerability management, attack surface management, penetration testing. Rolev.ai can score your existing resume against these requirements and show any skill gaps before you apply.

How do I apply for the Senior/Staff Product Manager, Autonomous Cyber Operations position at Twenty?

This listing links directly to Twenty's Ashby application page. You can apply directly on Twenty's site, or use Rolev.ai to check your resume fit, generate a zero-hallucination tailored resume and cover letter for this posting, and autofill the Ashby application form in 1 click with the Rolev.ai Chrome extension. You always review the form and press Submit yourself.