Senior Technical Assessor

Overview

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.

Join the SkyePoint team and become part of a highly skilled, professional workforce dedicated to delivering mission-critical solutions. Our exceptional technical experts provide innovative services and solutions to federal agencies, making a meaningful impact every day. At SkyePoint, we value top talent and foster an environment where your ideas and contributions truly matter. Be part of a team that values excellence and rewards innovation—your future starts here!

This is a contingent position based upon customer approval.

Responsibilities

SkyePoint Decisions, Inc. is seeking a highly motivated team member to fill the role of a Senior Technical Assessor for a government contract. This person will lead comprehensive security assessments and ensure compliance with federal cybersecurity standards. This role is critical in evaluating, validating, and documenting security controls across systems to maintain a robust security posture and meet regulatory requirements.

This is a remote position. 

Responsibilities:

• Establish and satisfy information assurance and security requirements based upon the analysis of user, policy, regulatory, and resource demands. 
• Conduct a comprehensive assessment of implemented controls and control enhancements to determine the effectiveness of the controls, i.e., the extent to which the controls are implemented correctly, operating as intended, and producing the desired outcome with respect to meeting the security and privacy requirements for the system and the organization. 
• Schedule and lead System Assessments out-briefs with different stakeholders and provide SAP, SAR, security recommendations and system certifications. 
• Prepare security, privacy, and supply chain assessment reports containing the results and findings from the assessment. 
• Provide an assessment of the severity of the deficiencies discovered in the system, environment of operation, and common controls and recommend corrective actions to address the identified vulnerabilities. 

• Develop and execute a comprehensive Security Controls Test (SCT) plan that details all assessment activities, including required vulnerability scans and penetration testing aligned with DHS RVA standards, guidelines, and templates. The plan should define coordination requirements, scope of controls, and any special interest items to be assessed. Deliverables include:

  • Final Analysis Report and Executive Briefing for the CISO
  • Support for Authorizing Official (AO) briefing
  • Summary of Findings and Detailed Findings Report
  • POA&M Injection Template for remediation tracking
• Create or update a 3-year OSA test plan for each system that includes the most recent versions of NIST SP 800-53 control tests and any additional tests required for OSA. A subset of the controls will be tested or assessed each quarter so that all controls will be tested or assessed at least once during a three-year period. 
• Complete and maintain an OSA master project schedule by using NIST assessment methods and approved OSA procedures. 
• Create or update program management documentation that include rules of engagement, schedules, annual document reviews, process for POA&M and accepted risk reviews. 
• Ensure that appropriate vulnerability and penetration tests are scheduled, conducted, analyzed, and presented to the system owner ad information systems security officer (ISSO). 
• Meet with the system ISSO(s) [as needed], systems contractors and the POAM Team, to develop mitigation strategies and identify acceptable evidence criteria to close deficiencies. For all security deficiencies found during a test cycle, per system populate an FSA’s vulnerability tracking tool injection template ensuring appropriate content is included in all required fields. 
• Review and provide advice based on analysis for Third Party Website and Applications (TPWA). 
• Review and analyze all system artifacts for accuracy, completeness, in support of an authorization to operate (ATO) requests. 
• Create and submit to the CISO, a monthly OSA report that itemizes and describes the OSA scheduled assessment activities (controls, scans, etc.); Production Readiness Reviews (PRRs), scorecards, audits, CM, other tests completed during the past month, and any residual risks added. 
• Provide a risk rating, based on the risk profiles of all systems in the OSA program, identify trends, and provides recommendations for improving security across the enterprise. This report shall provide sufficient granularity. 

Qualifications

Required Qualifications:

• Must be able to obtain a High Risk/Public Trust Security Clearance. 
• Bachelor’s degree or equivalent and at least ten (10) years related experience. 
• Certified in Risk and Information Systems Control (CRISC), Certified Authorization Professional (CAP), or equivalent certification required. 
• At least five (5) years of experience as a Security Controls Assessor or similar audit findings response role.  
• Excellent communications and interpersonal skills. 
• Experience with security audits and compliance. 
• Experience with IT Review Board change requests. 
• Good familiarity with and understanding of all relevant government and agency policies and procedures to ensure system documentation is compliance with relevant guidelines, e.g., FedRAMP, RMF, FISMA, FIPS-II, NIST, etc. 
• U.S. Citizenship is required.

Preferred Qualifications:

• Active Secret or Top Secret security clearance.

What We Can Offer You:

• At SkyePoint, we go B.I.G. (beginning in GRATITUDE) by recognizing all we have and giving back to our employees, families, and communities. It instills a positive mindset that permeates all we do. By beginning in gratitude, SkyePoint can continue to spread living in gratitude each day.
• Great Benefits: 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
• Certificate Incentive Program: To promote professional development, we recognize and reward employees who obtain new certifications aligned with business needs.

• Flexible Work Environment

Compensation:

Salary Range: TBD

The SkyePoint Decisions salary range for this position is a general guideline only. It represents an estimated range for this position and is just one piece of our total compensation package. 

Salary at SkyePoint is determined by various factors, including but not limited to location, work schedule, the candidate’s combination of education, knowledge, skills, competencies, and experience, as well as contract-specific affordability, market data and business considerations.

In addition to a competitive salary, SkyePoint offers benefits including a certification incentive program, PTO, floating federal holiday options, several insurance options including HMO and High Deductible plans with Health Savings Accounts [HSAs], Flex Spending Accounts [FSAs], Full Dental Plans, Vision, ST/LT Disability, Life Insurance, and 401k matched.

SkyePoint Decisions is an established ISO 9001:2015 and ISO/IEC 27001:2013 certified small business and appraised at CMMI Level 3 for Services and Development. 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.

Please be aware of recruiting scams and people claiming to be from SkyePoint Decisions. For more information, please see the Welcome Page of our Careers site.

Skyepoint Decisions is a participating E-Verify Employer. 

U.S. Citizenship is required for most positions.

Equal Opportunity Employer/Veterans/Disabled.