Log inSign up free
  • Home
  • Profile
  • Jobs
    • Applications
    • Career
    • Resume
    • Cover letters
  • Content
    • Posts
    • Media
  • Messages
  • Analytics
    • Overview
    • Pages
  • Portfolio
  • More tools
    • Hiring
  • Settings
All jobs
SDSkyePoint Decisions logo

SkyePoint Decisions

Remote

Penetration Testing Team Lead.

REMOTESENIOR LEVELSECURITY$130K–160K/YR

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.

This is a contingent position based upon contract win.

SkyePoint Decisions is seeking a Penetration Testing Team Lead to join our team supporting the Department of Education’s (DoED) Federal Student Aid (FSA) Cybersecurity and Privacy Support Services (CPSS) in Washington, DC.

This is a remote position. 

Responsibilities:

  • Plans, coordinates and leads red team and penetration testing engagements across FSA systems. 
  • Oversees test planning, execution, and reporting. 
  • Maintain tools (patches and upgrades), their environment and inventory used in pen testing/Red Team exercises.   
  • Ensures alignment with NIST SP 800-115, MITRE ATT&CK, and DHS RVA standards. 
  • Mentors junior testers and evaluates new testing tools. 

 

Required Qualifications:

  • Bachelor's degree and 12+ years of experience in offensive security. 
  • At least an active Secret level clearance.
  • At least one of these certifications: OSCP, OSCE, GXPN, CEH. 
  • Experience with network, application, AWS cloud, and API testing in complex environments. 
  • Must be a U.S Citizen.

Compensation: 

Salary Range: $130,000-$160,000

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.

 

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

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.

SkyePoint Decisions is a participating E-Verify Employer. 

U.S. Citizenship is required for most positions.

Equal Opportunity Employer/Veterans/Disabled.

 

CCPA Disclosure Notice Here 

Pay
$130k–160k/yr
Where
Remote
Work
Remote
Type
Not stated
Posted
5 May, 2026
Apply on the original postingSign in to apply

Unverified board

more at SkyePoint Decisions.

5 May, 2026

SkyePoint Decisions

Vulnerability Management Lead

SDSkyePoint Decisions logo
  • Senior level
  • Remote
  • Security

$110k–130k/yr

Remote

Details
5 Feb, 2026

SkyePoint Decisions

Sr. ServiceNow Developer

SDSkyePoint Decisions logo
  • Senior level
  • Remote
  • Engineering

$100k–124k/yr

Remote

Details
7 Oct, 2026

SkyePoint Decisions

ServiceNow Developer

SDSkyePoint Decisions logo
  • Engineering

$130k–160k/yr

8101 Odell Rd +2

Details

similar roles.

22 Oct, 2026

Allstate

Platform Consultant - Threat Modeling

ALAllstate logo
  • Remote
  • Security

US - Remote

Remote

Details
22 Oct, 2026

Allstate

Security Engineering Senior Manager

ALAllstate logo
  • Leadership
  • Remote
  • Security

US - Remote

Remote

Details
22 Oct, 2026

Richemont

Security Specialist

RIRichemont logo
  • Security

TURIN

Salary not listed

Details
22 Oct, 2026

Richemont

Cloud Security Engineer

RIRichemont logo
  • Security

MOSCAVIDE

Salary not listed

Details
22 Oct, 2026

Cisco

Junior Software Engineer (Go/C++), Security Foundations Engineering - Splunk

CICisco logo
  • Junior level
  • Security

Krakow, Poland

Salary not listed

Details
22 Oct, 2026

Cisco

Concepteur de solutions de sécurité (Security Solutions Designer)

CICisco logo
  • Security

Location not stated

Salary not listed

Details