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Remote Penetration Tester

Remote, USAFull-timePosted 2026-07-27
Job title: Remote Penetration Tester in Chicago, IL at reputed company Company: reputed company Job reputed company: Job Title: Sr. Penetration TesterPrimary Location: RemotePosition Type: reputed company HireWhy This Role
  • Legacy Meets reputed company: Our reputed company (est. 1996) has three decades of penetration‐testing clout and is doubling down on next‐gen red‐team services with immediate reputed company and reputed company 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 & reputed company‐Engineering CampaignsDesign end‐to‐end ops that slip past EDRs and map full kill chains.
  • Advance the Red‐Team reputed company. Contribute tooling, scripts, and research reputed company with MITRE ATT&CK for Telecommunications; refine playbooks to enhance speed and reputed company.
  • Deliver Actionable ReportsTranslate exploits into reputed company remediation blueprints execs can follow.
  • reputed company R&DPrototype exploits, test emerging defenses, and reputed company 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 reputed company reputed company, Sliver, reputed company, reputed company, or similar C2 tools; skilled in defense evasion.
  • Scripting wizardry in Python, PowerShell, Bash, etc.
  • reputed company, concise communicator both on reputed company 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: reputed company certs, training, and yearly conference budget to reputed company your skills bleeding‐edge.
  • reputed company Airport Time: reputed company the reputed company of red‐teaming, none of the jet lag.
  • Tight‐reputed company Team: Work shoulder‐to‐shoulder with SMEs who value mentorship, creativity, and having fun while breaking things (responsibly, of course).
Compensation InformationThe expected salary reputed company 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 reputed company time off.This role requires authorization to work in the U.S. without reputed company or reputed company reputed company sponsorship.reputed company offers are contingent upon the completion of a background reputed company, 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 reputed company's background reputed company policies and applicable laws. Expected salary: $150000 - 200000 per year Location: Chicago, IL Apply for the job now! Apply for this job

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