Lead Penetration Tester

Job Description

Company: Alignerr

Location: Seattle, US

About The Role

What if your ability to think like an attacker could directly make organizations more secure? We’re looking for a Lead Penetration Tester to conduct sophisticated offensive security engagements — probing applications, networks, and cloud environments for vulnerabilities before the real adversaries do.

This is a fully remote contract role built for experienced offensive security professionals who thrive on technical challenge, think creatively under pressure, and communicate findings with clarity and precision.

What You’ll Do

– Plan and execute penetration tests across web applications, internal and external networks, and cloud infrastructure
– Identify, validate, and exploit vulnerabilities to demonstrate real-world impact
– Conduct post-exploitation analysis to assess the full scope and blast radius of discovered weaknesses
– Deliver clear, structured technical reports with actionable severity assessments and remediation guidance
– Challenge and validate defensive assumptions — test detection logic, not just defenses
– Support recurring red-team and purple-team engagements alongside security operations teams

Must-Have

Who You Are

– Proven background in offensive security, penetration testing, or red teaming
– Hands-on experience with common exploitation frameworks, tools, and methodologies (Metasploit, Burp Suite, Cobalt Strike, or similar)
– Strong ability to think like an adversary and replicate real-world attack chains
– Skilled at writing structured, professional technical reports that non-technical stakeholders can act on
– Self-directed and reliable — you can manage engagements independently without hand-holding

Nice To Have

– Offensive security certifications (OSCP, OSWE, OSEP, CRTO, or similar)
– Experience with cloud-specific attack paths (AWS, Azure, GCP)
– Background in red team operations, adversary simulation, or threat emulation
– Familiarity with purple team collaboration and detection engineering workflows

Why Join Us

– Fully remote — work from wherever you do your best work
– Freelance autonomy with consistent, substantive engagements
– Work on technically challenging targets across diverse environments
– Contribute findings that directly improve real-world security posture
– Potential for ongoing contract work and expanded engagements over time

Source: LinkedIn