Principal Penetration Tester

Clearwater; United States; Remote; USD 120,000 - 150,000; Full time

Job summary

Clearwater is seeking an experienced Offensive Security Engineer to deliver pentesting services across network, cloud, mobile, web, and AI domains. You will mentor junior testers, collaborate with clients and leadership, and help develop repeatable processes and materials to elevate capabilities.

We expect 5–10 years of hands-on experience in multiple areas, certifications such as OSCP/OSEP/CRTO/GWAPT/CRTL, and strong reporting and communication skills.

Qualifications

• Certifications preferred: OSCP, OSEP, CRTO, GWAPT, CRTL.
• Knowledge of security testing tool suites (Nessus, Burp Suite, Wireshark, Kali Linux).
• Strong analytic, reporting and client communication skills.

Responsibilities

• Deliver offensive security services across network, cloud, mobile, web, AI, and wireless testing.
• Collaborate with clients, project management, and engagement leaders to develop approach proposals.
• Assist in developing best practices, methodologies, and templates for the team.
• Achieve high client satisfaction by meeting or exceeding expectations set by leaders.
• Provide thought leadership through webinars, industry groups, and technical blog articles.
• Mentor junior testers and update capabilities with leadership to mature the practice.
• Maintain 1664 billable hours annually (80% utilization).

Skills

OSCP

OSEP

CRTO

GWAPT

CRTL

Tools

Nessus

Burp Suite

Wireshark

Kali Linux

Job description

SPECIFIC JOB RESPONSIBILITIES

• Deliver offensive security services in the following areas including network, cloud, mobile application, web application, and artificial intelligence (AI) and wireless penetration testing and related technical security assessments.
• Collaborate with clients, project management, and engagement leaders to identify, develop, and obtain information for developing approach proposals.
• Assist in the development of best practices, strategies, methodologies, and documentation/templates for use by the penetration testing team.
• Achieve high levels of client satisfaction on all engagements by meeting or exceeding client expectations set by engagement leaders and project managers.
• Provide thought leadership through the delivery of webinars, participation in industry groups and authoring technical blog articles and case studies.
• Work in collaboration with penetration testing leadership to continue to update and mature capabilities.
• Mentor and develop junior penetration testers, advancing their consulting skills, tradecraft, and technical knowledge.
• Billable hours target: 1664 hours annually (equivalent to 80 % utilization)

Requirements

EXPERIENCE REQUIRED

• 5-10 years’ experience delivering offensive security services in at least two of the following areas, including network, cloud, mobile application, web application, and/or artificial intelligence (AI) penetration testing and related technical security assessments.

QUALIFICATIONS, SKILLS, & KNOWLEDGE

• • Certifications preferred: OSCP, OSEP, CRTO, GWAPT, CRTL
  • Knowledge of proprietary and open-source technical security testing tool suites (e.g., Nessus, Burp Suite, Wireshark, Kali Linux, etc.).
  • Demonstratable analytic and problem-solving skills, especially with technical securityanalysis and client reporting.
  • Ability to work without supervision on a variety of projects simultaneously and exercising good judgment and initiative to manage priorities.
  • Strong written communication skills translating technical testing results into findings, observations, and recommendations for possible client remediation.
  • Experience mentoring junior penetration testers and/or team members to help them advance.
  • Ability and willingness to learn about creating and executing repeatable work processes and procedures and learning techniques for planning, developing materials, and delivering training on technical subject matter and software products.
  • Ability to embrace Clearwater’s CLEAR core values ( C ommitment to Client Success, L ead with Accountability, Integrity & Collaboration, E xcellence in All That We Do, A dvance Colleague Success, R espect & Transparency) and culture.

The base salary range for this role is $120,000- 150,000. Base salary is part of our total rewards package which also includes the opportunity for merit-based salary increases, eligibility for our 401(k) plan, medical, dental, vision, life and disability insurances and leaves provided in line with your work state. Our robust time-off policy includes flexible paid time off, 11 paid holidays, and paid sick time. Total compensation, including base salary to be offered, will depend on elements unique to each candidate, including applicable candidate experience, skills, education and other factors permitted by law.

Disclaimer: The above statements are intended to describe the general nature and level of work being performed by people assigned to this position. They are not to be construed as an exhaustive list of all responsibilities, duties, and skills required of colleagues in the role. All colleagues may be required to perform duties outside of their normal responsibilities from time to time, as needed.

Clearwater is committed to providing reasonable accommodations for qualified individuals with disabilities and disabled veterans in our job application procedures. Please inform Clearwater/Redspin’s Recruiting team if you need any assistance completing any forms or to otherwise participating in the application process.

Mental/Physical Requirements: Fast paced environment handling multiple demands. Must be able to exercise appropriate judgment as necessary. Requires a high level of initiative and independence. Excellent written and oral communication skills required. Requires the ability to use a personal computer for extended periods of time.

Disclaimer: The above statements are intended to describe the general nature and level of work being performed by people assigned to this position. They are not to be construed as an exhaustive list of all responsibilities, duties, and skills required of colleagues in the role. All colleagues may be required to perform duties outside of their normal responsibilities from time to time, as needed.

Clearwater is committed to providing reasonable accommodations for qualified individuals with disabilities and disabled veterans in our job application procedures. Please inform Clearwater/Redspin’s Recruiting team if you need any assistance completing any forms or to otherwise participating in the application process.

Mental/Physical Requirements: Fast paced environment handling multiple demands. Must be able to exercise appropriate judgment as necessary. Requires a high level of initiative and independence. Excellent written and oral communication skills required. Requires the ability to use a personal computer for extended periods of time.