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

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  • Gulf Coast Automation Group
  • Chicago, IL

Job Description

Job Title: Sr. Penetration Tester

Primary Location: Remote

Position Type: Direct Hire

Why 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 Campaigns Design 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 Reports Translate exploits into crisp remediation blueprints execs can follow.
  • Continuous R&D Prototype 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 Information

The 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.

Job Tags

Immediate start, Remote job, Visa sponsorship,

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