Posted Aug 20, 2026

Associate, Compliance Security Penetration Tester

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About Coalfire

Coalfire is on a mission to make the world a safer place by solving our clients’ hardest cybersecurity challenges. We work at the cutting edge of technology to advise, assess, automate, and ultimately help companies navigate the ever-changing cybersecurity landscape. We are headquartered in Chicago, Illinois with offices across the U.S. and U.K., and we support clients around the world.

But that’s not who we are – that’s just what we do.
 
We are thought leaders, consultants, and cybersecurity experts, but above all else, we are a team of passionate problem-solvers who are hungry to learn, grow, and make a difference.

Working independently and collaboratively with a team to support the following work activities where skills apply such as: Internal and External Network Penetration Testing, Application Penetration Testing (Browser-based, API, Mobile), Cloud Solution Penetration Testing, Social Engineering, Wireless Assessments.
 
Conduct security assessments on a wide variety of technologies and implementations.
Simulate sophisticated cyberattacks for clients worldwide.


Working independently and collaboratively with a team to support the following work activities where skills apply such as: Internal and External Network Penetration Testing, Application Penetration Testing (Browser-based, API, Mobile), Cloud Solution Penetration Testing, Social Engineering, Wireless Assessments.   Conduct security assessments on a wide variety of technologies and implementations. Simulate sophisticated cyberattacks for clients worldwide.

The salary range listed is a reasonable estimate of the compensation range for this role based on national salary averages. The actual salary offer to the successful candidate will be based on job-related education, geographic location, training, licensure and certifications and other factors. You may also be eligible to participate in annual incentive, commission, and/or recognition programs.

#LI-TF1
#LI-Remote


What You'll Do
  • Advises clients on technical security or compliance activities
  • Manages priorities and tasks to achieve delivery utilization targets.
  • Operates with professionalism both internally and with clients.
  • Ensures quality products and services are delivered on time.
  • Continues to develop professional skills with relevant industry specific certifications. Maintains strong depth of knowledge in the practice area.
  • Collaborates with project managers, quality management, sales, and other delivery team members to drive customer satisfaction and meet project deliverables.
  • Develop processes, procedures, and methodologies to enhance testing processes and experience
  • Assist with report generation and quality assurance processes
  • Develop client relationships
  • Assist in the scoping of prospective engagements, leading engagements from initial stages through implementation and remediation
  • Manage project escalations of current testing being conducted
  • Mentor and develop less experienced staff
  • Contribute to the Penetration Testing Team overall success by managing your team to meet various business objectives and metrics


    • What You'll Bring
  • Bachelor's degree (four-year college or university) or equivalent combination of education and work experience
  • 3+ years’ experience in information security with Web Application and Network penetration testing experience
  • Experience working with enterprise environments
  • Hands-on experience with scripting languages such as Python, Powershell, Shell, or Ruby
  • Experience with one or more IT security compliance frameworks, such as PCI, FISMA, HIPAA, FEDRAMP, or HITRUST
  • One to three (1-3) years of experience in an IT Security Audit and/or Compliance role
  • Experience interacting with management in a consultative manner
  • Strong IT understanding with respect to networks, servers, workstations, and applications
  • Excellent communication and presentation skills
  • Ability to travel up to 20% 


    • Bonus Points
  • Deep experience engaging clientele in consulting-related environments
  • Experience leading penetration team engagements
  • Reverse engineering malware, data obfuscators, or ciphers
  • An aptitude for technical writing, including assessment reports, presentations, and operating procedures
  • Strong understanding of security principles, policies, and industry best practices
  • Experience working with C and various compiler toolchains
  • Community contributions or participation including
  • CTF, Hack-the-box, or cyber-defense competitions
  • Speaking or presentations
  • Public security research


    • Why You’ll Want to Join Us

    At Coalfire, you’ll find the support you need to thrive personally and professionally. In many cases, we provide a flexible work model that empowers you to choose when and where you’ll work most effectively – whether you’re at home or an office.

    Regardless of location, you’ll experience a company that prioritizes connection and wellbeing and be part of a team where people care about each other and our communities. You’ll have opportunities to join employee resource groups, participate in in-person and virtual events, and more. And you’ll enjoy competitive perks and benefits to support you and your family, like paid parental leave, flexible time off, certification and training reimbursement, digital mental health and wellbeing support membership, and comprehensive insurance options.

    At Coalfire, equal opportunity and pay equity is integral to the way we do business. All qualified applicants will receive consideration for employment without regard to race, color, religion, sex, sexual orientation, gender identity, national origin, disability, or status as a protected veteran. Coalfire is committed to providing access, equal opportunity, and reasonable accommodation for individuals with disabilities in employment, its services, programs, and activities. To request reasonable accommodation to participate in the job application or interview process, contact our Human Resources team at HumanResourcesMB@coalfire.com.

    Bachelor's degree or equivalent, 3+ years in information security with web application and network penetration testing, scripting experience, compliance framework knowledge, and strong communication skills.

    Key Responsibilities

    Skills & Tools

    Python, PowerShell, Shell, Ruby, PCI, FISMA, HIPAA, FedRAMP, HITRUST, C

    Job Details

    Benefits

    About Coalfire

    A cybersecurity company that advises, assesses, and automates solutions for clients facing complex security challenges. — Industry: Information Technology

     
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