SkyePoint Decisions, Inc.

Senior Penetration Tester

Job Location US-Remote
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, Inc. is seeking a highly motivated team member to fill the role of Senior Penetration Tester to join our team supporting the Environmental Protection Agency. The cybersecurity risk management services support EPA by providing a structured approach to integrating risk management and information security into the System Development Lifecycle (SDLC) of IT systems and services. These services also support Authorizing Officials (AOs), Authorizing Official Designated Representatives (AODRs), Common Control Provider (CCPs), and System Owners (SOs) to ensure security and privacy risks are managed through the Risk Management Framework (RMF). Cybersecurity defense, engineering, and IR provide the measures to protect and defend information and systems by ensuring their availability, integrity, authentication, confidentiality, and non-repudiation.



  • Perform Vulnerability Assessments, Security/Penetration Testing, and Identity & Access Management (IdAM)
  • Support Perform Penetration Testing consistent with DHS RVA standards, guidelines, and templates.
  • Perform internal and external Pentests against systems to determine vulnerabilities, provide actionable insights and offer mitigation strategies.
  • Lead Red Team assessments.
  • Ensure that appropriate vulnerability and penetration tests are scheduled, conducted, analyzed, and presented to the system owner and information systems security officer (ISSO).
  • Perform web app, network, and cloud penetration testing.
  • Perform cyber incident response as needed
  • Develop, research, and maintain proficiency in tools, techniques, countermeasures, and trends in computer and network vulnerabilities, data hiding, and encryption







  • Must be able to obtain an EPA Public Trust Security Clearance
  • A bachelor's degree in computer science or engineering, Cybersecurity, or IT from an accredited college
  • Experience using penetration testing tools and techniques
  • Experience in Red Team assessment planning and practices
  • Use of social engineering techniques (e.g., phishing, baiting, tailgating, etc.)
  • Using network analysis tools to identify vulnerabilities (e.g., fuzzing, nmap, etc.)
  • At least ten (10) years of concurrent experience supporting cybersecurity enterprise monitoring, vulnerability assessment, and penetration testing (i.e., testing tools, phishing, social engineering, cyberattacks) for the Federal Government
  • At least five (5) years of experience supporting identity and access management for the Federal Government
  • Offensive Security Professional (OSCP), GIAC Certified Penetration Tester (GPEN) or equivalent certification required


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 a participating E-Verify Employer. 

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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