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Remote Penetration Tester Trainee Jobs in Romeoville, IL

Synack

Regional Sales Director

Chicago, IL · On-site +1

Synack's Penetration Testing as a Service platform manages customers' attack surfaces by ... This is a remote position and qualified candidates must be located in the Chicago Metro Area.

Crowe LLP

Cyber AI Security Manager

Oakbrook Terrace, IL · On-site +1

$111K - $150K/yr

We offer unlimited PTO, a flexible remote work policy, and a supportive environment that ... Support security assessments, penetration testing, and vulnerability management for AI systems to ...

Crowe LLP

Cyber AI Security Manager

Chicago, IL · On-site +1

$114K - $154K/yr

We offer unlimited PTO, a flexible remote work policy, and a supportive environment that ... Support security assessments, penetration testing, and vulnerability management for AI systems to ...

Oshi Health

Senior Security Engineer

Chicago, IL · Remote

$118K - $161K/yr

... a fully remote, SaaS- and cloud-native healthcare platform -- and you'll do it as a hands-on ... Own the vulnerability management and penetration-testing cadence: Own the relationship with an ...

Tempus

Anatomic Pathologist

Chicago, IL · On-site +1

$240K - $280K/yr

... digital/remote pathology review, AI initiatives, new assay validation and other algorithms that ... testing requirements * Assist with handling contractor questions, scheduling and other issues

All JobsPenetration Tester JobsRemote Penetration Tester Trainee JobsRemote Penetration Tester Trainee Jobs in Romeoville, IL

Remote Penetration Tester Trainee information

See Romeoville, IL salary details

$22.9K

$122.2K

$171.8K

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

As of Sep 2, 2026, the average yearly pay for remote penetration tester trainee in Romeoville, IL is $122,246.00, according to ZipRecruiter salary data. Most workers in this role earn between $97,900.00 and $143,800.00 per year, depending on experience, location, and employer.

What is a remote penetration tester trainee?

A Remote Penetration Tester Trainee is an entry-level cybersecurity professional who assists in testing computer systems, networks, and applications for vulnerabilities from a remote location. Trainees work under supervision, learning how to identify security weaknesses and suggest improvements. They use various tools and techniques to simulate cyberattacks, helping organizations strengthen their defenses against real threats. This role is ideal for those looking to start a career in ethical hacking or information security, offering hands-on experience and training in a remote work setting.

What are the key skills and qualifications needed to thrive as a remote penetration tester trainee, and why are they important?

To thrive as a Remote Penetration Tester Trainee, you need foundational knowledge in networking, cybersecurity principles, and operating systems, often supported by coursework or entry-level certifications like CompTIA Security+. Familiarity with tools such as Kali Linux, Metasploit, Wireshark, and vulnerability scanners is typically required. Strong analytical thinking, problem-solving abilities, and effective written communication help you document findings and collaborate remotely with teams. These skills ensure you can identify and report security weaknesses efficiently, supporting organizational cybersecurity objectives in a remote environment.

What are some common challenges faced by remote penetration tester trainees, and how can they overcome them?

Remote penetration tester trainees often encounter challenges such as limited direct mentorship, communicating effectively with team members across different time zones, and maintaining focus in a home environment. To overcome these, it's helpful to proactively schedule regular check-ins with mentors, utilize collaborative tools for clear communication, and set up a dedicated workspace to stay productive. Engaging in online training communities and seeking feedback can also accelerate learning and help trainees feel more connected to their team.

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

AspectRemote Penetration Tester TraineeRemote Security Analyst
CertificationsBasic cybersecurity certifications (e.g., CompTIA Security+)Security+ or equivalent; may include CISSP or CEH
Work EnvironmentHands-on testing in simulated or real environments, often under supervisionMonitoring, analyzing security systems, and incident response
Industry UsageEntry-level, training-focused role in cybersecurity firms or IT departmentsMid-level role in organizations managing security operations

While both roles focus on cybersecurity, a Remote Penetration Tester Trainee is primarily involved in learning and assisting with penetration tests, whereas a Remote Security Analyst monitors and analyzes security threats. The trainee role emphasizes skill development, while the analyst role involves ongoing security management.

What job categories do people searching Remote Penetration Tester Trainee jobs in Romeoville, IL look for?

The top searched job categories for Remote Penetration Tester Trainee jobs in Romeoville, IL are:

Remote Penetration Tester Trainee jobs near you
Infographic showing various Remote Penetration Tester Trainee job openings in Romeoville, IL as of August 2026, with employment types broken down into 84% Full Time, 14% Part Time, 1% Temporary, and 1% Contract. Highlights an 98% Physical, 1% Hybrid, and 1% Remote job distribution, with an average salary of $122,246 per year, or $58.8 per hour.

Solutions Engineer, Penetration Testing

Prescient Security

Chicago, IL • Remote

$130K/yr

Full-time

Posted 29 days ago

Job description

Solutions Engineer 

Remote, US 


At Prescient Security, we are on a mission to simplify security and compliance.


Our core values are:

  • Bring Order to Chaos
  • Be Accountable & See it Through
  • 1000% With You
  • Support & Collaborate
  • Think Outside the Box



Summary 

The Solutions Engineer partners with Sales and clients to design technical solutions that align customer requirements with Prescient Security’s service offerings. This role serves as a trusted technical advisor throughout the sales process, leading discovery, developing solution recommendations, defining project scope, and ensuring a smooth transition from sales to delivery. 


Key Responsibilities 

  • Partner with Sales to support client meetings, technical discovery, and solution presentations. 
  • Understand customer business and technical requirements and recommend appropriate security services and solutions. 
  • Develop accurate project scopes, estimates, assumptions, and Statements of Work (SOWs). 
  • Serve as the technical subject matter expert during the pre-sales process, including penetration testing, compliance, and security assessment services. 
  • Collaborate with Project Management and Delivery teams to ensure successful project handoff and execution. 
  • Identify technical risks, recommend solutions, and ensure proposed engagements are aligned with customer needs and delivery capabilities. 
  • Build trusted relationships with clients by providing technical guidance and responding to questions throughout the sales cycle. 
  • Contribute to the continuous improvement of sales collateral, solution offerings, and scoping processes. 


Qualifications 

  • Experience in solutions engineering, solutions architecture, sales engineering, cybersecurity consulting, or a related technical role. 
  • Strong understanding of cybersecurity concepts, security assessments, penetration testing, and compliance frameworks. 
  • Excellent communication, presentation, and client-facing skills. 
  • Experience creating Statements of Work (SOWs), technical proposals, or solution designs. 
  • Ability to manage multiple opportunities in a fast-paced environment while partnering across Sales, Delivery, and Operations. 


The base salary is $130,000.00USD. Your base salary will be determined based on your location, experience, and the pay of employees in similar positions.


NOTE: This job description is not intended to be all-inclusive. Employee may perform other related duties as negotiated to meet the ongoing needs of the organization.

Prescient Security provides equal employment opportunities to all employees and applicants for employment without regard to race, color, religion, sex, national origin, age disability or genetics.