Principal Penetration Tester

Clearwater
•$120,000 - $150,000

About The Position

The Principal Penetration Tester delivers offensive security services and technical security assessments across areas such as network, cloud, mobile application, web application, artificial intelligence (AI), and wireless penetration testing. The role collaborates with clients, project management, and engagement leaders to develop engagement approaches and proposals, and works with penetration testing leadership to mature the team’s capabilities. The position contributes to team methodologies, best practices, strategies, and documentation; supports client satisfaction; and provides thought leadership through webinars, industry groups, technical blog articles, and case studies. It also mentors junior penetration testers and supports their development in consulting skills, tradecraft, and technical knowledge. The annual billable-hours target is 1,664 hours, equivalent to 80% utilization. The base salary range is $120,000–$150,000. Total rewards include potential merit-based salary increases, eligibility for a 401(k) plan, medical, dental, vision, life, and disability insurance, leaves provided in line with the employee’s work state, flexible paid time off, 11 paid holidays, and paid sick time. Compensation offered depends on candidate experience, skills, education, and other factors permitted by law.

Requirements

  • 5–10 years of experience delivering offensive security services in at least two areas among network, cloud, mobile application, web application, and/or AI penetration testing and related technical security assessments.
  • Knowledge of proprietary and open-source technical security testing tools, such as Nessus, Burp Suite, Wireshark, and Kali Linux.
  • Demonstrable analytical and problem-solving skills, particularly in technical security analysis and client reporting.
  • Ability to work without supervision on multiple projects and use good judgment and initiative to manage priorities.
  • Strong written communication skills, including translating technical testing results into findings, observations, and remediation recommendations for clients.
  • Experience mentoring junior penetration testers and/or team members.
  • Ability and willingness to learn repeatable work processes and procedures, and techniques for planning, developing, and delivering technical training.
  • Ability to embrace Clearwater’s CLEAR core values and culture.
  • Ability to use a personal computer for extended periods.
  • Excellent written and oral communication skills.

Nice To Haves

  • Preferred certifications: OSCP, OSEP, CRTO, GWAPT, or CRTL.

Responsibilities

  • Deliver offensive security services, including network, cloud, mobile application, web application, AI, and wireless penetration testing and related technical security assessments.
  • Collaborate with clients, project management, and engagement leaders to identify and develop engagement approaches and proposals.
  • Assist in developing best practices, strategies, methodologies, and documentation/templates for the penetration testing team.
  • Achieve high levels of client satisfaction by meeting or exceeding expectations set by engagement leaders and project managers.
  • Provide thought leadership through webinars, participation in industry groups, and authoring technical blog articles and case studies.
  • Collaborate with penetration testing leadership to update and mature capabilities.
  • Mentor and develop junior penetration testers in consulting skills, tradecraft, and technical knowledge.
  • Meet an annual billable-hours target of 1,664 hours, equivalent to 80% utilization.

Benefits

  • Eligibility for the 401(k) plan
  • Medical insurance
  • Dental insurance
  • Vision insurance
  • Life insurance
  • Disability insurance
  • Leaves provided in line with the employee’s work state
  • Flexible paid time off
  • 11 paid holidays
  • Paid sick time
  • Opportunity for merit-based salary increases
© 2026 Teal Labs, Inc
Privacy PolicyTerms of Service