SkyePoint Decisions, Inc.

Penetration Testing (Red Cell)

Job Location US-VA-Rosslyn
Job Type
Contingent Upon Award
Information Technology


SkyePoint Decisions is a leading Cybersecurity Architecture and Engineering, Critical Infrastructure and Operations, and Applications Development and Maintenance IT service provider headquartered in Dulles, Virginia with operations across the U.S. We provide innovative enterprise-wide solutions as well as targeted services addressing the complex challenges faced by our federal government clients. Our focus is on enabling our clients to deliver their mission most efficiently and effectively – anytime, anywhere, securely. We combine technical expertise, mission awareness, and an empowered workforce to produce meaningful results.


Skyepoint Decisions is a participating E-Verify Employer. 


This is a contingent position based upon customer approval and funding. 

As a SkyePoint employee you will be given the opportunity to support some of our nation’s most critical information systems by utilizing not only your existing cybersecurity skills and talents, but those that you will learn in your new role. In your new role as a cyber security professional, you will protect our customer’s most sensitive data and complex systems from all forms of threats including cyber-attacks, insider threats, rogue network devices, and malicious software and applications. You will work with a team of like-minded professionals to share and collaborate upon your ideas to improve the cybersecurity infrastructure, architecture, and configuration deployments. Your ideas and contributions will matter.

The SME Cyber Penetration Tester role will be located in Rosslyn, VA. This role supports the Penetration Testing (Red Cell) Team.


What can you achieve and how you will make a difference

  • Develop and maintain a multi-year schedule for penetration testing activities.
  • Interface and coordinate with third party organizations performing penetration testing for the Department.
  • Interface and coordinate with system owners to establish targets for testing, test schedule, test goals, and rules of engagement.
  • Organize and lead efforts that document and design improvement strategies for discovered vulnerabilities and monitoring gaps.
  • Design, perform and report on penetration testing of systems to satisfy the NIST 800-53 CA-8 security control and using methodologies that may include, NIST SP 800-115, Penetration Testing Execution Standard (PTES), and Information Systems Security Assessment Framework (ISSAF).
  • Produce reports and conduct management briefings on test activities, scenarios, results and recommendations.
  • Stay abreast of current attack vectors and unique methods for exploitation of computer networks.


The Talent You Bring with these Qualifications 

  • Bachelor’s Degree and a minimum of 9 years’ experience required. An additional 4 years of experience may be substituted in lieu of degree. 
  • Active Top Secret Clearance required.
  • Possess CASP+ CE, CCNA, CEH, Cloud+, CYSA+, GCIH, or similar certification.
  • Proficient at conducting network or software vulnerability assessments and penetration testing utilizing reverse engineering techniques.
  • Proven capability in identifying intrusion or incident path and method; isolates, blocks or removes threat access.
  • Familiar and proficient in evaluating system security configurations.
  • Has expertise in evaluating findings and performing root cause analysis.
  • Able to perform analysis of complex software systems to determine both functionality and intent of software systems. Able to resolve highly complex malware and intrusion issues.

Applicants selected for this position will require an active Top Secret clearance, and background screening. Applicants selected for a security clearance will be subject to a security investigation and must meet eligibility requirement for access to classified information.


What We Can Offer You - 

  • Great Benefits: >70%-80% of medical premiums cost share paid by SkyePoint, several insurance options including HMO and High Deductible plans with Health Savings Accounts [HSAs], Flex Spending Accounts [FSAs], Full Dental Plans, ST/LT Disability, Life Insurance, floating federal holiday options, and 401k matched
  • Certification Incentive Program

CaspPMPCisspSecurity +

  • Paid Referral Program 

 Refer a friend

  • Corporate Sponsored Community Engagement (Giving Back) events every quarter
  • SkyePoint DoD SkillBridge Industry Partner Fellowship Program


  • SkyePoint Professional Growth Programs (Internal Training and Mentoring)
  • SkyePoint Azure Development Environment available to all Developers and technical staff to develop solutions for customers and/or to create innovation to win new business 


  • SkyePoint Professional Sports Ticket Perks, Quarterly Employee Morale Lunches, and Semi-Annual team-building events
  • Flexible Work Environment

SkyePoint Decisions is an established ISO 9001:2015 and ISO/IEC 27001:2013 certified small business and appraised at CMMI Level 3 (with SAM) for Services. We possess a common vision of excellence and foster a collaborative team culture built upon individual performance and accountability. We invest in our people and systems to create value for our clients. It is the SkyePoint Way. We are grateful for the opportunity to work with exceptional people and give back to the communities we serve. Our employees value the flexibility at SkyePoint that allows them to balance quality work and their personal lives.

As a federal contractor, SkyePoint is subject to any federal vaccine mandates or other customer vaccination requirements. All new hires are required to report their vaccination status.

SkyePoint Decisions is committed to hiring and retaining a diverse workforce. We are an Equal Opportunity Employer, making decisions without regard to race, color, religion, sex, national origin, age, veteran status, disability, or any other protected class. U.S. Citizenship is required for most positions.


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