Lead Penetration Tester

Revolutional, LLC•Fort Collins, CO

53d•$110,000 - $150,000•Onsite

About The Position

Revolutional delivers advanced technology solutions and mission support to federal agencies across civilian, health, and national security environments. We apply modern capabilities, including AI/ML, cloud, cybersecurity, and IT modernization to solve complex challenges, enable faster and more secure operations, and drive measurable mission outcomes. We are redefining how federal technology gets built and delivered by operating with a product mindset, prioritizing speed, ownership, and execution over bureaucracy. This position leads operational security assessments and penetration testing across a portfolio of federal agencies and web applications. Assessments are conducted in accordance with the ISC Security Assessment Methodology and applicable federal rules of engagement, producing findings that reach agency CIO and CISO-level leadership. The program also requires FedRAMP-qualified penetration testing support for cloud service authorization activities. The core challenge: leading a high-tempo assessment program across multiple agencies per year — each with distinct environments, rules of engagement, and stakeholder expectations — while producing deliverables that meet the evidentiary and presentation standards of senior federal leadership. As a Lead Penetration Tester at Revolutional, you own the end-to-end execution of operational security assessments and web application penetration tests across a federal agency portfolio. You develop test plans, lead technical execution, produce security assessment reports and criticality matrices, and deliver out-brief presentations directly to agency CIO and CISO-level audiences. You are the senior technical authority on every engagement you lead. You bring deep experience with federal assessment methodologies — ISC Security Assessment Methodology, OWASP, NIST SP 800 series, and DISA STIG — and hold or are actively pursuing CISA AES certification. You are equally comfortable executing a technically complex assessment and standing in front of agency leadership to explain what you found and what it means.

Requirements

Bachelor’s degree in Computer Science, Information Security, or related field (or equivalent experience)
5 or more years of hands-on penetration testing experience, with demonstrated experience leading assessments in federal environments
CISA AES (Authorized External Security) certification required, or actively in process of obtaining
FedRAMP penetration testing experience required
Active Secret clearance
Ability and willingness to travel to agency sites as required
Deep experience conducting operational security assessments in accordance with the ISC Security Assessment Methodology and federal rules of engagement
Proficiency with OWASP methodology applied to web application security assessments across federal environments
Working knowledge of NIST SP 800 series guidance as applied to security assessment planning, execution, and reporting
Experience applying DISA STIG methodology to assessment scope and findings documentation
Experience developing test plans, criticality matrices, and security assessment reports that meet federal evidentiary and leadership reporting standards
Demonstrated experience presenting technical security findings to CIO, CISO, and senior agency leadership audiences
FedRAMP-qualified penetration testing experience, including familiarity with FedRAMP pen test requirements, documentation, and cloud authorization processes
Proficiency with industry-standard penetration testing toolsets for network, application, and infrastructure assessments
Senior assessment lead: you own engagements end-to-end and your findings are technically sound, clearly documented, and risk-rated with precision
Executive-ready communicator — you develop and deliver out-brief presentations that land with CIO and CISO audiences, not just technical teams
Methodologically disciplined: you work within rules of engagement, document everything, and produce deliverables that hold up under agency and regulatory scrutiny
High-tempo operator who manages multiple concurrent engagements across different agency environments without loss of quality or attention to detail
CISA AES (Authorized External Security) Assessment Lead or Technical Lead certification (or actively in process)
GPEN (GIAC Penetration Tester), GXPN (GIAC Exploit Researcher and Advanced Penetration Tester), OSCP (Offensive Security Certified Professional), or equivalent offensive security credential
GWAPT (GIAC Web Application Penetration Tester) or equivalent web application security certification

Nice To Haves

Experience conducting CISA AES assessments as Assessment Lead across multiple federal civilian agencies
Familiarity with FedRAMP High, Moderate, and Low authorization boundaries and their penetration testing implications
Background in Red Team operations or adversary emulation in addition to structured assessment methodology
Experience with cloud-native application security assessments (AWS, Azure, GCP, or GovCloud)
Active TS/SCI clearance

Responsibilities

Lead operational security assessments across federal agencies in accordance with the ISC Security Assessment Methodology and applicable rules of engagement; manage approximately 6–7 agency assessments per year
Conduct web application security assessments using OWASP methodology; assess approximately 3–4 applications per year across a range of agency environments
Develop comprehensive test plans for each engagement: scope definition, assessment objectives, methodology selection, rules of engagement, and timeline
Build criticality matrices that prioritize findings by risk, asset value, and mission impact to support agency remediation planning
Author detailed security assessment reports documenting findings, evidence, risk ratings, and actionable remediation guidance meeting federal evidentiary and reporting standards
Develop and deliver out-brief presentations to agency CIO, CISO, and senior leadership audiences; communicate complex technical findings with clarity and executive-level credibility
Conduct FedRAMP-qualified penetration testing in support of cloud service authorization activities; apply FedRAMP pen testing requirements and documentation standards
Apply NIST SP 800 series guidance and DISA STIG methodology throughout assessment planning, execution, and reporting
Coordinate with agency stakeholders before, during, and after assessments to manage expectations, address questions, and ensure findings are understood and acted upon
Stay current on vulnerability research, offensive techniques, and emerging attack surfaces relevant to federal civilian agency environments