Lead Penetration Tester

Revolutional

Kansas City (MO)

On-site

USD 110,000 - 150,000

Full time

14 days+
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Benefits offered by this job

Medical insurance
Dental/vision insurance
STD/LTD/Life insurance
401(k) matching
Flexible schedules
Teleworking
Paid holidays
PTO

Job summary

Revolutional is seeking a Lead Penetration Tester to drive end-to-end security assessments for a portfolio of federal agencies. You will develop test plans, lead technical execution, produce reports and brief agency CIO/CISO audiences, serving as the senior technical authority on engagements.

This role requires active Secret clearance, FedRAMP testing experience, and a strong background in OWASP, NIST SP 800, and DISA STIG methodologies. Travel to agency sites will be required as needed.

Qualifications

  • Bachelor’s degree in Computer Science, Information Security, or related field (or equivalent experience).
  • 5+ years of hands-on penetration testing with federal environment leadership.
  • CISA AES (Authorized External Security) certification required, or actively in process of obtaining
  • FedRAMP penetration testing experience required.
  • Active Secret clearance.
  • Willingness to travel to agency sites.

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

Skills

Lead assessments
Security testing
OWASP
NIST SP 800
DISA STIG
FedRAMP
Executive communication
Tool proficiency

Education

Bachelor’s degree or equivalent experience

Tools

Penetration testing toolsets
Network testing tools
Web app testing tools

Job description

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.

Lead Penetration Tester – Location: Washington, DC, Ft. Collins, CO, or Kansas City, MO (project‑based; onsite)
Terms: Full‑time
Salary Range: $110–$150k DOE
Clearance: Active Secret required
Travel: Yes – travel to agency sites required

Project Description: 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.
Core Challenge: Leading a high‑tempo assessment program across multiple agencies per year 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.

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
Requirements
  • Baselines 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
  • Technical & Domain Capabilities:
    • 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
  • Core Strengths:
    • Senior assessment lead: own engagements end‑to‑end and deliver findings that are technically sound, clearly documented, and risk‑rated with precision
    • Executive‑ready communicator: develop and deliver out‑brief presentations that resonate with CIO and CISO audiences, not just technical teams
    • Methodologically disciplined: 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
Certifications (Required)
  • CISA AES (Authorized External Security) Assessment Lead or Technical Lead certification (or actively in process)
Certifications (Strongly Preferred)
  • 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 Have (Differentiators)
  • 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
Benefits
  • Traditional and HSA‑eligible medical insurance plans
  • 100% employer‑paid dental and vision insurance options
  • 100% employer‑sponsored STD, LTD, and life insurance
  • 5% 401(k) company matching
  • Flexible schedules and teleworking options
  • Paid holidays and PTO accrual plans
  • Paid parental leave
  • Professional development and career growth opportunities
  • Team and company‑wide events, recognition, and appreciation

Revolutional is an Equal Opportunity Employer providing equal employment opportunity to all employees and applicants for employment without regard to race, color, religion, national origin, age, gender, gender identity, sexual orientation, disability, or genetics. Revolutional does and will take affirmative action to employ and advance in employment individuals with disabilities and protected veterans. To perform the above job successfully, an individual must possess the knowledge, skills, and abilities listed; meet the education and work experience required; and must be able to perform each essential duty and responsibility satisfactorily. Other duties in addition to those listed may be assigned as necessary to meet business needs. Reasonable accommodation will be made to enable an applicant with a disability to successfully apply for and/or perform the essential duties of the job. If you are in need of an accommodation, please contact HR@revolutional.com.

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