Senior Red Team Cyber Operator

Company: Oak Grove Technologies LLC
Location: Fort Belvoir
Posted on: April 7, 2026

Job Description:

Description: Oak Grove Technologies, LLC, a dynamic and fast-growing federal contractor, is seeking a highly skilled and motivated Senior Red Cyber Operator to support advanced Red Cyber operations through the execution of red team assessments, offensive cyber operations, and penetration testing. Oak Grove Technologies is a Service-Disabled Veteran-Owned Business based in Raleigh, NC, with a Test and Training Center located near Fort Bragg and Camp Mackall. With over 20 years of expertise in training, consulting, technology, and operational support, the company provides services to the military, government, and law enforcement. Committed to excellence, innovation, and national security, Oak Grove Technologies fulfills federal defense contracts and actively supports veterans through sponsorships and events. Driven by its mission-focused approach, the company seeks top talent to develop impactful solutions. Oak Grove Technologies offers a competitive compensation and benefits package. Requirements: What You'll Be Doing: * Cyber Red Team Assessments, Penetration Testing, Offensive Cyber Operations. * Performing penetration testing / red team operations to help validate the security of our nation's most critical systems. * Sharing your expertise and insight to direct the activities of mid-level operators to guide the team in accomplishing their mission objectives. * Antivirus evasion, EDR evasion, offensive infrastructure, phishing and social engineering. * Leveraging your expertise with tools like Cobalt Strike to discover vulnerabilities and exploit them to achieve mission objectives. * Quickly crafting new scripts and capabilities on-the-fly during operations to ensure you have the capabilities you need for mission success. * Working hand-in-hand with our expert development team to ensure design and development of long-term capabilities to enable your mission success. What Desired Skills You'll Bring: * 5 years Offensive Cyber experience, DoD Cyber Red Team Experience, or corporate Red Team experience. * Expertise in antivirus evasion, EDR evasion, and/or penetration testing. * Red Team Apprentice Course (RTAC), Red Team Journeyman Course (RTJC), Certified Red Team Operator (CRTO) certification, Rogue Ops- Red Team 1 (ROPS), Offensive Security Certified Professional (OSCP), Global Information Assurance Certification, (GIAC) Exploit Researcher & Advanced Penetration Tester (GXPN), GIAC Penetration Tester (GPEN), and/or GIAC Web Application Penetration Tester (GWAP). What Required Skills You'll Bring: * U.S. Citizenship and an active Top Secret SCI security clearance is required for this position. * Must pass the DCART Senior Operator Aptitude Test using Cobalt Strike before joining DCART as an Operator. * Experience in conducting red team assessments, offensive cyber operations, or penetration testing and be prepared to direct the activities of mid-level operators. * Mid-Level Operators: 1 year of experience conducting red team assessments, offensive cyber operations, or penetration testing, with 3 years desired. * Senior Level Operators: 3 years' experience in conducting red team assessments, offensive cyber operations, or penetration testing and ability to direct the activities of mid-level operators, with 5 years desired. * Must hold an IAT Level III certification as defined and described in DoDD 8570.01, 8570.01-M, 8140.01-03, and as amended. * Must be capable of meeting apprentice operator requirements in the DCART Operator Training Program within the prescribed timelines, as outlined in the DCART Handbook. Red Cyber Operators are expected to have experience as operators conducting cyber red team assessments, offensive cyber operations, or significant penetration testing experience. * Willingness and ability to travel 15% (CONUS/OCONUS) Security Clearance Requirements: U.S. Citizenship and an active Top Secret SCI security clearance is required for this position. Compensation and Benefits: Competitive Pay, PTO, Health Benefits. If you are a highly motivated Senior Red Cyber Operator and ready to apply your expertise in a high-impact role, we encourage you to join our mission. Oak Grove Technologies is an Equal Opportunity/Affirmative Action employer. All qualified applicants will receive consideration for employment without regard to race, color, religion, sex, sexual orientation, gender identity, national origin, disability, or veteran status, or any other protected class. Oak Grove Technologies, LLC participates in E-Verify to determine an individual's identity and employment eligibility to work in the United States. E-Verify is a service of DHS and SSA. PIa4bc41eae42c-29400-37540590

Keywords: Oak Grove Technologies LLC, Catonsville , Senior Red Team Cyber Operator, IT / Software / Systems , Fort Belvoir, Maryland