Remote Penetration Tester

Job title: Remote Penetration Tester in Chicago, IL at Gulf Coast Automation Group

Company: Gulf Coast Automation Group

Job description: Job Title: Sr. Penetration TesterPrimary Location: RemotePosition Type: Direct HireWhy This Role

Legacy Meets Growth: Our client (est. 1996) has three decades of penetration‐testing clout and is doubling down on next‐gen red‐team services with immediate impact and clear upward mobility for you.

Craft Over Quotas: Leadership prizes deep technical mastery, funds R&D time, and backs every tester with certification and conference budgets.

What You'll Do

Assumed‐Breach & Social‐Engineering CampaignsDesign end‐to‐end ops that slip past EDRs and map full kill chains.

Advance the Red‐Team Framework. Contribute tooling, scripts, and research aligned with MITRE ATT&CK for Telecommunications; refine playbooks to enhance speed and stealth.

Deliver Actionable ReportsTranslate exploits into crisp remediation blueprints execs can follow.

Continuous R&DPrototype exploits, test emerging defenses, and share findings with teammates hungry to learn.

What You'll Bring

7+ years leading penetration tests or red‐team engagements across varied tech stacks.

Mastery of AD attack paths (Kerberoasting, DCSync, ACL abuse).

Fluent with Cobalt Strike, Sliver, Mythic, Covenant, or similar C2 tools; skilled in defense evasion.

Scripting wizardry in Python, PowerShell, Bash, etc.

Clear, concise communicator both on paper and in person.

At least one core cert: OSCP, CRTO, or GPEN (OSEP, OSED, GXPN = bonus round).

What's In It for You

Competitive Package: Above‐market salary, performance bonus, 401(k) with match, full health/dental, LTD.

Career Fuel: Paid certs, training, and yearly conference budget to keep your skills bleeding‐edge.

Zero Airport Time: All the adrenaline of red‐teaming, none of the jet lag.

Tight‐Knit Team: Work shoulder‐to‐shoulder with SMEs who value mentorship, creativity, and having fun while breaking things (responsibly, of course).

Compensation InformationThe expected salary range for this position is $150,000-$200,000, depending on experience and qualifications. This role also qualifies for comprehensive benefits such as health insurance, 401(k), and paid time off.This role requires authorization to work in the U.S. without current or future visa sponsorship.All offers are contingent upon the completion of a background check, which may include but is not limited to reference checks, education verification, employment verification, drug testing, criminal records checks, and any required certifications or compliance requirements based on the end client's background check policies and applicable laws.

Expected salary: $150000 - 200000 per year

Location: Chicago, IL

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Remote Penetration Tester

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