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Remote Cybersecurity Penetration Tester Jobs in Addison, IL

Insight

Solutions Sales Manager - Commercial

Chicago, IL · On-site +1

Candidates who do not reside within commuting distance of an Insight office may work fully remote ... As a Fortune 500 Solutions Integrator with deep expertise in cloud, data, AI, cybersecurity, and ...

Conagra Brands

Principal Engineer Controls

Chicago, IL · Remote

$109K - $159K/yr

Support Process and Packaging Engineering teams during Factory Acceptance Testing and Site ... This position is located in Omaha NE, Chicago IL, select field locations or remote locations east ...

Bugcrowd

Enterprise Account Executive

Chicago, IL · On-site +1

$116K - $160K/yr

Develop and maintain a strong understanding of the cybersecurity landscape, competitive offerings ... Strong understanding of modern security testing methodologies (e.g., pen testing, bug bounty ...

Nexus Engineering Group

SCADA Engineer

Oak Brook, IL · On-site +1

$85K - $120K/yr

Perform system testing, factory acceptance testing (FAT), site acceptance testing (SAT), and ... Experience with networking, cybersecurity, and industrial communication systems. * Commissioning or ...

Nexus Engineering Group

SCADA Engineer

Oak Brook, IL · On-site +1

$85K - $120K/yr

Perform system testing, factory acceptance testing (FAT), site acceptance testing (SAT), and ... Experience with networking, cybersecurity, and industrial communication systems. * Commissioning or ...

The Hartford

AVP, Software Engineering Lead

Chicago, IL · On-site +1

$260K/yr

This role can have a Hybrid or Remote work schedule. Candidates who live near one of our office ... Ensure production readiness through robust testing, observability, monitoring, and incident ...

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Showing results 21-40

All JobsCybersecurity Penetration Tester JobsRemote Cybersecurity Penetration Tester JobsRemote Cybersecurity Penetration Tester Jobs in Addison, IL

Remote Cybersecurity Penetration Tester information

See Addison, IL salary details

$22.5K

$120.1K

$168.8K

How much do remote cybersecurity penetration tester jobs pay per year?

As of Aug 23, 2026, the average yearly pay for remote cybersecurity penetration tester in Addison, IL is $120,119.00, according to ZipRecruiter salary data. Most workers in this role earn between $96,200.00 and $141,300.00 per year, depending on experience, location, and employer.

What is the difference between Remote Cybersecurity Penetration Tester vs Remote Security Analyst?

AspectRemote Cybersecurity Penetration TesterRemote Security Analyst
CertificationsOSCP, CEH, GPENCISSP, Security+
Primary FocusIdentifying vulnerabilities through simulated attacksMonitoring, analyzing security events
Work EnvironmentProject-based, testing environmentsContinuous monitoring, security operations centers
Industry UsageIT, cybersecurity firms, consultingCorporate, government, financial sectors

While both roles focus on cybersecurity, a Remote Cybersecurity Penetration Tester actively seeks vulnerabilities through simulated attacks, whereas a Remote Security Analyst monitors and responds to security threats in real-time. The penetration tester's work is more offensive and project-based, while the security analyst's role is ongoing and defensive.

What cities near Addison, IL are hiring for Remote Cybersecurity Penetration Tester jobs?

Cities near Addison, IL with the most Remote Cybersecurity Penetration Tester job openings:

Remote Cybersecurity Penetration Tester jobs near you

Principal Architect - Digital Risk and Resilience (Remote)

United Airlines, Inc.

Chicago, IL • On-site, Remote

Full-time

Retirement

Re-posted 15 days ago

United Airlines rating

7.9

Company rating: 7.9 out of 10

Based on 342 frontline employees who took The Breakroom Quiz

7th of 26 rated airlines

Job description

Description
Connecting People. Uniting the World. There's never been a more exciting time to join United Airlines! As a global company that operates in hundreds of locations around the world - with millions of customers and tens of thousands of employees - we have a unique responsibility to uplift and provide opportunities in the places where we work, live and fly.
We're on a path to becoming the best airline in aviation history. Join our Cybersecurity and Digital Risk (CDR) team to help lead the industry in cyber safety, security and resilience. United's CDR team plays a critical role in protecting our operations by enabling secure and resilient systems, managing threats and vulnerabilities, and ensuring swift response and recovery. Our mission is to seamlessly embed cybersecurity and digital risk management into every aspect of our business. We help drive progress and growth through trusted digital solutions, safeguarding assets and empowering our team, all while promoting a cyber-safe and secure environment that supports resilient airline operations.
United offers a competitive benefits package aimed at keeping you happy, healthy, and well-traveled. From employee-run "Business Resource Group" communities to world-class benefits like parental leave, 401(k), and privileges like space-available travel, United is truly a one-of-a-kind place to work. Are you ready to travel the world and help us keep our airline cyber safe? Apply today!
Job overview and responsibilities
The Principal Architect - Digital Risk and Resilience is part of a Cybersecurity team that shapes how the enterprise makes risk-informed decisions across technology, operations, and the business. This role drives high-visibility, cross-functional work to integrate Digital Risk Management with partners in Cybersecurity and Digital Risk, Digital Technology, and business owners of risk, helping the enterprise identify, assess, and govern systemic digital risk across critical operational capabilities, with a focus on digital fragility, operational survivability, and safe continuity of operations when digital systems degrade or fail. The Principal Architect will play a central role in defining and maturing the enterprise cyber resiliency program, including dependency mapping across critical capabilities, resilience indicators, systemic exposure assessments, recovery readiness, and executive decision support across United's digital footprint. This role will translate complex digital dependency, concentration, recoverability, and detection risks into decision-grade insight that informs resilience investments, governance priorities, and risk treatment strategies.
  • Lead enterprise-level integration of Digital Risk Management with partners across Cybersecurity and Digital Risk, Digital Technology, and the business to embed risk-based decision making into planning, delivery, governance, and resilience decisions, with explicit focus on systemic digital risk across critical operational capabilities.
  • Design, implement, and mature monitoring, visibility, and response-readiness capabilities that move the organization beyond manual, compliance-based approaches toward continuous insight into digital fragility, actionable resilience signals, detection coverage, escalation readiness, and operational exposure across critical services.
  • Establish and evolve the enterprise resilience program by defining key resilience indicators, core resiliency capabilities, target outcomes, and implementation roadmaps, while mapping end-to-end digital dependencies for critical operational capabilities, identifying single points of failure, quantifying cross-functional coupling risk, and aligning requirements across Business Continuity, Cybersecurity and Digital Risk, Digital Technology, and business owners of risk.
  • Develop practical models, methods, and frameworks for evaluating systemic digital risk in emerging and complex environments, including concentration risk, recoverability complexity, dependency fragility, detection visibility, vendor coupling, and time-to-operational-failure, and translate results into executive-level scorecards and prioritized risk treatment options.
  • Improve risk prioritization and decision support at scale by partnering with technical and business stakeholders to assess blast radius, manual fallback capacity, data integrity restoration risk, vendor dependency, and digital safety margin, and operationalize resilience-focused decision support within governance and risk workflows.
  • Assess and integrate emerging systemic risk drivers-including AI-enabled threats, identity compromise, cloud control plane disruption, vendor update failure, integration breakdown, and data corruption-into enterprise governance, resilience planning, and risk treatment processes.
  • Conduct structured failure simulation and systemic stress testing to assess resilience across critical capabilities, including scenarios involving identity outage, cloud control plane disruption, vendor service failure, integration loss, and data corruption, and use findings to improve recovery sequencing, escalation readiness, and resilience investment priorities.

Qualifications
What's needed to succeed (Minimum Qualifications):
  • Bachelor's degree in Cybersecurity, Information Technology, Engineering, Risk Management, or a related field
  • 5+ years of experience in cybersecurity, digital risk, operational resilience, business continuity, technology risk, or related disciplines, including experience working across complex business and technology environments
  • Experience applying governance, risk, and compliance concepts and enterprise risk management practices, including cybersecurity, resiliency, and control frameworks in complex business and technology environments
  • Knowledge of digital resilience, operational resilience, and business continuity concepts, including the ability to define meaningful indicators, capabilities, and target outcomes, map dependencies across critical operational functions, assess digital fragility, and evaluate recovery realism in support of enterprise resiliency objectives
  • Working knowledge of relevant technology domains such as cloud, software development, data platforms, identity, infrastructure, integrations, and security architecture concepts, including how dependencies across these domains affect concentration risk, recoverability, and systemic exposure
  • Skill in building practical risk and resiliency models, translating ambiguous or emerging risk issues into actionable frameworks, and using dependency, monitoring, and control insights to improve systemic risk prioritization and executive decision support
  • Experience designing or operationalizing monitoring, metrics, or governance mechanisms that move risk programs from periodic assessment toward continuous visibility, resilience signal generation, escalation readiness, and operational exposure management
  • Ability to lead change through influence, build awareness and adoption across diverse stakeholder groups, and communicate complex dependency, fragility, and resilience concepts clearly to technical, operational, and executive audiences
  • Strong problem solving, critical thinking, interpersonal, collaboration, written, and verbal communication skills, with the ability to work independently, navigate ambiguity, assess systemic exposure, and drive progress in high-visibility environments
  • Must be legally authorized to work in the United States for any employer without sponsorship
  • Successful completion of interview required to meet job qualification
  • Reliable, punctual attendance is an essential function of the position

What will help you propel from the pack (Preferred Qualifications):
  • Master's degree in Cybersecurity, Information Technology, Engineering, Risk Management, or a related field
  • Certification such as CISA, CRISC, CISSP, or CISM
  • Experience with operational resilience, dependency mapping, enterprise risk governance, or critical service resiliency
  • Expert knowledge of governance, risk, and compliance concepts and enterprise risk management practices
  • Knowledge of emerging risk drivers, including AI risk management and AI governance practices, and the ability to connect such risks to broader governance, resilience, and enterprise risk structures
  • Knowledge of recognized resilience risk management frameworks such as NIST CSF 2.0, NIST operational resilience standards, NIST SP 800-160 Vol. 2, CERT-RMM, or related industry guidance

Job Posting Expiration: 8/10/2026

What United Airlines employees say

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About United Airlines

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United Airlines is embarking on an exciting journey to become the best airline in aviation history. Our purpose, "Connecting People, Uniting the World," extends beyond transportation, emphasizing our commitment to uplift and create opportunities in the places we serve. With a global presence and diverse workforce, we value inclusivity and are dedicated to hiring tens of thousands of individuals across various roles. Our comprehensive benefits package, including perks like space available travel, parental leave, and 401k, aims to support your well-being and growth.

Industry

Aviation

Company size

10,000+ Employees

Headquarters location

Chicago, IL, US

Year founded

1926

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