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Tandym Group

Tandym Group

via Ladders

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Cybersecurity Penetration Tester

Chicago, IL
full-time
Posted 10/17/2025
Verified Source
Key Skills:
Penetration Testing
Vulnerability Assessment
Exploit Tools
Scripting (Python, Bash)
Network Security
System Hardening
Social Engineering
Report Writing
Team Collaboration

Compensation

Salary Range

$70K - 120K a year

Responsibilities

Plan and execute penetration tests, perform vulnerability assessments, develop social engineering simulations, collaborate on remediation, and provide detailed security reports.

Requirements

2-5+ years experience, bachelor's degree or equivalent, relevant certifications (OSCP, CEH, CISSP), strong exploit and scripting skills, network security knowledge, and good communication.

Full Description

A leading technology company is currently seeking a Cybersecurity Penetration Tester to join their team remotely. This role involves identifying and exploiting security weaknesses across various platforms to enhance the organization's security infrastructure. About the Opportunity: • Hybrid or Remote: Remote • Shift: Day Shift • Schedule: Full-Time • Hours: 40 hours per week • Setting: Corporate Environment Responsibilities: The Cybersecurity Penetration Tester will be responsible for: • Planning, executing, and documenting penetration tests across various platforms • Performing vulnerability assessments and exploit validation • Developing and executing social engineering simulations • Collaborating with cross-functional teams to guide remediation efforts • Providing detailed reports outlining vulnerabilities and recommended fixes Qualifications: • 2-5+ years of experience • Bachelor's degree in Cybersecurity, Computer Science, or Information Technology (or equivalent experience) • Certifications like OSCP, CEH, or CISSP • Strong knowledge of exploit tools and techniques • Proficiency in scripting languages (e.g., Python, Bash) • Experience with network security and system hardening • Analytical thinking • Excellent communication skills • Team collaboration skills Desired Skills: • 5+ years of experience • Advanced degree in a related field • CISSP or OSCP certification • Understanding of cloud security principles • Strong problem-solving skills

This job posting was last updated on 10/23/2025

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