S

SixGen

Adversarial emulation and cyber operations

Red Team Operator and Infrastructure SME

Full-TimeUpdated on 10/23/2026
No salary listed
Senior
Washington, DC, USA
HybridRemote work with onsite attendance in Washington, DC once a week.
CybersecurityOffensive Security & Testing

About the job

Requirements
  • Hold the CRTO certification.
  • Have at least 4 years of hands-on technical red-team or government offensive cyber operations experience, plus 2 non-overlapping years leading such operations.
  • Have at least 2 years independently executing complete red-team engagements from planning through post-exploitation without supervision.
  • Have at least 3 years modifying red-team tools and at least 2 years developing payloads to bypass antivirus and endpoint detection and response defenses.
  • Have experience performing engagements in cloud, hybrid, multi-tenant, and/or single-tenant Active Directory environments.
  • Have in-depth knowledge and experience with Windows and Unix-like operating systems, networking concepts, and Active Directory.
  • Have experience building offensive capabilities or tools using programming languages such as C#, C, Python, PowerShell, Bash, Terraform, or Ansible.
  • Have at least 2 years mentoring junior operators in red-team tradecraft and at least 2 years delivering professional technical reports and executive briefings.
Responsibilities
  • Simulate real-world cyberattacks to assess the effectiveness of security controls and incident response capabilities.
  • Conduct reconnaissance, exploitation, and post-exploitation activities using adversary tactics, techniques, and procedures.
  • Develop and use custom tools and methods to evade detection and maintain stealth during engagements.
  • Collaborate with blue and purple teams to improve detection, response, and overall security posture.
  • Document findings and deliver clear, actionable reports to technical and executive stakeholders.
  • Develop, automate, and deploy red-team infrastructure.
  • Secure infrastructure from unauthorized access and against various adversary tactics, techniques, and procedures.
Desired Qualifications
  • The CRTL, OSEP, OSCE, OSEE, GXPN, and/or GPEN certifications are preferred but not required.

About the company

SIXGEN provides cybersecurity services to government, defense, critical infrastructure, and commercial sectors, including adversarial emulation, incident response, penetration testing, reverse engineering, cyber training, and applied research. Its flagship product, RAVEN, is a DoD-certified, high-performance cyber operations platform that ships as a pre-configured computing node with AI-enabled threat detection and response. The company acts as a prime contractor for the Department of the Navy and as a subcontractor for major defense contractors, expanding through acquisitions to strengthen software infrastructure, electronic warfare, and reverse engineering capabilities. Its goal is to deliver mission-ready cyber solutions with speed and operational advantage as a non-traditional defense contractor owned by private equity, protecting critical assets and national security.

Company Size

51-200

Company Stage

Seed

Total Funding

$500K

Headquarters

Annapolis, Maryland

Founded

2014

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Simplify Jobs

Simplify's Take

What believers are saying

  • The June 2026 Fiscal Service award delivered $11.995 million, ceiling $58.245 million.
  • SIXGEN added Scott Howell in June 2025 and Stu Shea in October 2025.
  • Kyrus added roughly 80 engineers, expanding reverse engineering and software development capacity.

What critics are saying

  • SIXGEN depends on federal buyers; public profiles show DoD concentration and tiny award volume.
  • Four acquisitions since November 2023 strain integration, culture, and margin discipline.
  • The June 2027 Fiscal Service recompete threatens a major revenue anchor and investor thesis.

What makes SixGen unique

  • Jack Wilmer, former DoD CISO, became CEO in April 2024.
  • Washington Harbour-backed SIXGEN completed Kyrus, Boldend, and Secure-EE acquisitions in 2024.
  • Board additions Andrew Boyd, Charles Moore, Scott Howell, and Stu Shea deepen federal access.

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Benefits

  • Health Insurance
  • Dental Insurance
  • Vision Insurance
  • Disability Insurance
  • Health Savings Account/Flexible Spending Account
  • 401(k) Retirement Plan
  • Flexible and remote work policies for most positions
  • Flexible PTO and holiday schedule
  • Professional development reimbursement options available (training, certification, education, etc)

Growth & Insights and Company News

6 month growth

-4%

1 year growth

-1%

2 year growth

-4%
Business Wire
Dec 3rd, 2024
Kyrus Tech and SIXGEN Join Forces to Create Preeminent Mid-Tier Across the Digital Battlespace

SIXGEN, a full-spectrum solutions provider across the digital battlespace to U.S. national security and critical infrastructure sectors, announced tod

Business Wire
Aug 7th, 2024
SIXGEN Acquires Boldend to Advance Innovation in US Defense and National Security

SIXGEN, a full-spectrum provider of cyber products, operations, and solutions to the U.S. national security and critical infrastructure sectors, annou

Technical.ly
Jul 9th, 2024
Baltimore Daily Roundup: Teaching Tech Leaders About Art; $1B For Free Med School At Johns Hopkins; Hospital Cyberattacks

What humanities can do for tech leaders. Rishi Jaitly, a Virginia Tech professor and advisor for OpenAI whose resume includes stints at some of the world’s biggest tech companies, sees the arts and related fields as crucial to the tech sector — and not opposed or tangential to it. “A world in which the humanities are more accessible and available,” Jaitly said, “is a world that’s more curious [and] more compassionate.”

Business Wire
Jul 3rd, 2024
SIXGEN Acquires Secure-EE

SIXGEN, a full-spectrum solutions provider of cybersecurity products and expertise to U.S. national intelligence, defense and critical infrastructure

Business Wire
May 13th, 2024
Sixgen Attracts Renowned Leaders To Board, Reinforcing Its Role At The Forefront Of Cyber And National Security

ANNAPOLIS, Md.--(BUSINESS WIRE)--In a significant endorsement of its leadership in cybersecurity across the digital battlespace, SIXGEN is proud to announce the appointment of two distinguished figures – Andrew Boyd and Lt. Gen. Charles Moore – to its board of directors. Mr. Boyd most recently served as the Director of the CIA’s Center for Cyber Intelligence, and Lt. Gen