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Principal Penetration Tester

Clearwater Analytics (CWAN)

AED 120,000 - AED 150,000 / year

Remote United States Full-timeRemoteExpert

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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 security analysis 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 (Commitment to Client Success, Lead with Accountability, Integrity & Collaboration, Excellence in All That We Do, Advance Colleague Success, Respect & 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.

Benefits

  • health insurance
  • 401(k)
  • paid time off
  • sick leave

About this role

Clearwater Analytics is seeking a Principal Penetration Tester to lead offensive security engagements across network, cloud, mobile, web application, and AI testing. You'll work remotely while managing a billable utilization target of 80 percent annually, collaborating with clients and internal teams to scope assessments, develop proposals, and deliver findings that drive real remediation. The role demands 5–10 years of hands-on penetration testing experience in at least two of these domains, with certifications like OSCP, OSEP, or GWAPT preferred. You'll need fluency in standard toolsets (Burp Suite, Nessus, Kali Linux, Wireshark) and the ability to translate technical results into clear, actionable client reports.

Beyond execution, this position emphasizes leadership and thought leadership. You'll mentor junior testers, contribute to the firm's methodologies and documentation, and represent Clearwater through webinars, blog articles, and industry participation. Strong written communication and the capacity to work independently across multiple concurrent projects are essential. The role suits someone who can balance deep technical tradecraft with client-facing consulting skills and has genuine interest in developing others.

Compensation ranges from $120,000 to $150,000 base salary, with merit increases, 401(k), standard health coverage, flexible PTO, 11 paid holidays, and paid sick time. The position is full-time and remote, based in the AE region.

Pay for this role

$120,000 to $150,000 per year

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