Workstreet

Penetration Tester

Workstreet

full-time

Posted on:

Location Type: Remote

Location: United States

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About the role

  • Perform comprehensive security assessments across cloud, network, and system environments.
  • Execute specialized security evaluations of native MacOS applications to identify platform-specific vulnerabilities.
  • Go beyond standard assessments by simulating real-world adversary tactics and testing human security awareness through phishing and pretexting.
  • Evaluate and exploit vulnerabilities within AWS, GCP, or Azure environments to ensure robust cloud architecture.
  • Analyze findings, assess impact, and produce detailed reports with clear remediation recommendations.
  • Work with engineering and operations teams to validate fixes and strengthen overall system security.
  • Create and refine scripts, tools, and methodologies to enhance testing accuracy and coverage.
  • Continuously monitor emerging exploits, specifically focusing on MacOS-based threats and cloud-native attack vectors.

Requirements

  • Significant experience as a Penetration Tester with a track record of testing complex environments.
  • Hands-on experience performing cloud security assessments (AWS, GCP, or Azure) is essential.
  • You are a primary MacOS user with the technical proficiency to test and secure native MacOS applications.
  • A strong interest or foundational knowledge in red-teaming methodologies, focusing on post-exploitation and lateral movement.
  • Proficiency with modern penetration testing tools, methodologies, and reporting standards.
  • Excellent analytical and documentation skills, with the ability to explain complex technical risks to various stakeholders.
  • Effective communication skills with fluency in written and spoken English.
  • Ownership of a capable MacOS workstation for running modern security and platform-specific testing tools.
  • Amenable to working during US Eastern Time zone hours.
  • Relevant certifications such as OSCP, CRTO, or cloud-specific security certs are preferred.
Benefits
  • Career Development : Clear path with mentorship and training opportunities
  • Technical Training : Comprehensive onboarding on security and compliance frameworks
  • Competitive Compensation: A competitive base salary with regular performance reviews linked to merit-based appraisals and bonus opportunities.
  • Growth Opportunity : Early-stage company with significant room for career advancement.
  • Remote-First Culture : Flexibility to work from anywhere while collaborating with a global team.
Applicant Tracking System Keywords

Tip: use these terms in your resume and cover letter to boost ATS matches.

Hard Skills & Tools
penetration testingcloud security assessmentsvulnerability assessmentred-teaming methodologiesMacOS application securityreporting standardsscriptingsecurity evaluationsexploit analysisemerging exploit monitoring
Soft Skills
analytical skillsdocumentation skillscommunication skillsstakeholder engagementproblem-solvingattention to detailteam collaborationtechnical explanation
Certifications
OSCPCRTOcloud security certifications