Penetration Tester (W-2 or 1099 | U.S.-Based)

Remote

Contracted to Full Time

Technical Operations

Experienced

WE ARE HIRING
Penetration Tester (W-2 or 1099 | U.S.-Based)

Department: Technical Operations (TechOps)

Location: Remote (U.S.) + Required Travel Across the U.S. and Canada

Employment Type: Open to W-2 Employee or 1099 Contractor

About US

RSI Security is a cybersecurity advisory firm dedicated to helping organizations secure their environments, reduce risk, and stay compliant. Our team of specialized practitioners works hands-on with clients across multiple industries, delivering technical excellence with a service-first mindset.

We are expanding our penetration testing bench and seeking a highly skilled Penetration Tester to support ongoing client engagements, including onsite assessments.

About the ROLE

The Penetration Tester executes advanced manual penetration testing across multiple disciplines, supports client engagements both remotely and onsite, and delivers accurate, actionable, and validated reporting. This role requires strong technical depth, disciplined follow-through, consultative communication, and consistent alignment with RSI methodologies and Core Values.

W-2 and 1099 versions of the role share the same responsibilities; however, W-2 roles include scorecard metrics and quarterly Rocks, while 1099 contractors operate on a deliverables-based SOW model.

What You’ll Do

Manual Internal and External Penetration Testing
Internal Segmentation Testing (lateral movement, trust boundary analysis)
Web Application Penetration Testing (OWASP Top 10, business logic flaws)
Mobile Application Penetration Testing (Android/iOS)
API Penetration Testing (auth flows, token abuse, endpoint assessment)
Social Engineering Penetration Testing (phishing, vishing, pretexting)
Hardware/IoT Penetration Testing as needed
Create detailed, validated, and remediation-focused penetration testing reports
Present findings to both technical and non-technical stakeholders
Maintain alignment with industry standards (NIST, PTES, OWASP, MITRE, etc.)

What You’ll Bring

3–7+ years of penetration testing experience
Full-stack offensive testing skills (network, web, mobile, API, IoT, SE)
Proficiency with Burp Suite, Nmap, Nessus, Metasploit, Wireshark, etc.
Strong reporting and documentation skills
Excellent client-facing communication
Familiarity with OWASP, PTES, NIST SP 800-115, OSSTMM
Ability to work independently
Must be able to travel within the United States (non-negotiable)
Must be U.S.-based

Mindset We Value

You chase the why behind technical problems
You take pride in craftsmanship and validated manual testing
You deliver on commitments and own outcomes
You communicate clearly, without ego
You adapt quickly when situations are ambiguous
You always act with integrity
You pursue growth and mastery in your craft

What We Offer

W-2 Employees

Unlimited flex vacation
Paid parental leave
401(k) with 100% employer match
Medical, dental, vision coverage
Professional development & certification reimbursement
Remote-first culture

1099 Contractors

Flexible project-based or hourly contracting
Remote work
Access to RSI standards and methodologies
Long-term contracting potential

RSI Security is proud to be an Equal Opportunity Employer. We value equity, inclusion, and diversity as part of our broader commitment to respecting fundamental human rights across our value chain. The Company will consider qualified applicants with arrest and conviction records, consistent with applicable laws.

For more information on RSI Security, please visit www.rsisecurity.com or our LinkedIn page. On our career site, you will also find the steps guiding you through our hiring process.

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