Chief Offensive Cyber Research and Strategy Engineer

Twenty Technologies; Virginia (MN); On-site; USD 180,000 - 240,000; Full time

Benefits offered by this job

Health insurance

Parental leave

Paid holidays

Job summary

Twenty Technologies seeks a senior leader to act as the principal technical authority for its offensive cyber research program. You will shape long-term strategy, raise the bar on technical execution, and drive breakthroughs in adversary emulation and attack automation with real-world national security impact.

You will partner with engineering, product, and operations leaders, advise executives, and guide capability evolution while ensuring rigorous engineering standards and scalable solutions.

Qualifications

• 8–12 years of distinguished experience across offensive cyber operations, advanced research, and software development.
• Senior technical leadership roles in government/military DNEA, EA operations, elite red teams, or nation-state threat research.
• Defined technical strategy and led large-scale initiatives delivering durable, high-impact capabilities.
• Expert-level understanding of adversary behaviors and MITRE ATT&CK.
• Led and mentored senior engineers, set expectations, and developed talent.

Responsibilities

• Define and drive the long-term technical vision and roadmap for Twenty’s offensive cyber research and capabilities.
• Serve as the principal technical advisor to executive leadership on strategy, capability development, and technical risk.
• Lead groundbreaking research into advanced adversary behaviors and next-generation offensive cyber techniques.
• Establish company-wide standards, frameworks, and best practices for offensive tooling and engineering quality.
• Architect and guide development of adversary emulation and attack automation systems built for scale.
• Lead technical governance and provide authoritative guidance on complex decisions.
• Mentor Staff and Senior engineers, build growth plans, and strengthen the organization’s technical leadership bench.
• Recruit, interview, and assess top-tier offensive cyber talent to build SOTA teams.
• Lead technical engagements with senior government stakeholders to translate capabilities into decision-grade clarity.
• Build strategic research partnerships across government, academia, and industry to accelerate innovation.

Skills

Offensive cyber ops

Technical leadership

Strategy & roadmaps

Adversary emulation

MITRE ATT&CK

System design

Mentoring engineers

Executive briefings

Security clearance eligibility

Job description

Twenty Technologies seeks a senior leader to act as the principal technical authority for its offensive cyber research program. You will shape long-term strategy, raise the bar on technical execution, and drive breakthroughs in adversary emulation and attack automation with real-world national security impact.

You will partner with engineering, product, and operations leaders, advise executives, and guide capability evolution while ensuring rigorous engineering standards and scalable solutions.