Senior Cyber Security Engineer

Direct Supply; Milwaukee (WI); On-site; USD 120,000 - 180,000; Full time

Benefits offered by this job

Generous benefits

Job summary

Direct Supply seeks a Senior Cyber Security Engineer to own vulnerability management and penetration testing across its tech stack. You will drive remediation with engineering and operations, automate workflows, and report security performance metrics.

The role requires hands-on testing, cloud and infrastructure security experience, and collaboration with security and engineering teams. You will analyze risks, coordinate internal and external assessments, and help strengthen defenses through

Qualifications

• Bachelor's degree in Computer Science, Engineering, Information Security or related field.
• 6+ years of progressive experience in information security or security engineering.
• Hands-on experience with vulnerability management and penetration testing.
• Experience with security scanning platforms and risk-based prioritization.
• Experience coordinating external security testing providers.
• Scripting and API integration experience.
• OSCP, GPEN, GWAPT or related certifications preferred.

Responsibilities

• Own vulnerability management operations across infrastructure, cloud and applications.
• Analyze and prioritize vulnerabilities by exploitability, asset criticality and business impact.
• Drive remediation by coordinating actions with engineering and operations teams.
• Automate scanning, ticketing and reporting workflows to improve efficiency.
• Monitor security performance with metrics on coverage, remediation and risks.
• Plan and execute internal and external penetration testing and define scope.
• Coordinate external testing services and monitor quality and coverage.
• Validate findings, provide remediation guidance, and retest fixes.
• Analyze root causes and suggest improvements to reduce recurring risks.

Skills

Vulnerability management

Penetration testing

Security scanning

Risk-based prioritization

Remediation coordination

Automation

Cloud security

Root cause analysis

Scripting/API integration

Education

Bachelor's degree in Computer Science, Engineering, Information Security or related field

OSCP/GPEN/GWAPT or related certifications

Job description

Senior Cyber Security EngineerDirect Supply is building the future of healthcare technology with industry-leading products, solutions and platforms to help improve the lives of millions of seniors and those who care for them.The Senior Cyber Security Engineer plays a critical role in identifying, assessing and reducing cybersecurity risks across Direct Supply’s technology environments. This role provides hands-on technical expertise and operational ownership of vulnerability management and penetration testing to strengthen security controls, reduce exposure and protect business systems and information.Reporting to the Director of Information Security, you’ll work independently and collaborate with engineering, operations and security teams to drive effective remediation, improve security processes and deliver measurable improvements in Direct Supply’s security posture.What You’ll Do and Impact:Own vulnerability management operations by establishing effective processes, maintaining security scanning tools and ensuring reliable coverage across infrastructure, cloud and application environments to identify and reduce security exposure.Analyze and prioritize security vulnerabilities by validating findings and assessing exploitability, asset criticality and business impact to focus remediation efforts on the highest risks.Drive vulnerability remediation by partnering with engineering and operations teams to coordinate corrective actions, monitor progress, verify fixes and escalate unresolved risks.Improve security processes by automating scanning, ticketing and reporting workflows to increase efficiency, strengthen consistency and reduce manual effort.Monitor and report security performance through metrics on scanning coverage, remediation progress, overdue vulnerabilities and recurring risks to improve visibility and support informed decisions.Plan and execute internal and external penetration testing by defining assessment scope, conducting security testing and identifying exploitable weaknesses to strengthen security defenses.Validate security weaknesses and potential attack paths through automated discovery, manual testing and controlled exploitation to assess business impact and deliver actionable findings.Coordinate external penetration testing services by managing testing scope, schedules, access and deliverables while monitoring provider performance to ensure effective testing coverage and quality.Drive resolution of penetration testing findings by validating results, providing remediation guidance, coordinating corrective actions and retesting fixes to confirm vulnerabilities have been addressed.Strengthen security practices by analyzing root causes, recommending improvements to system designs and configurations, and sharing technical knowledge to prevent recurring vulnerabilities.What You'll Bring:Bachelor's degree in Computer Science, Engineering, Information Security or a related field.6+ years of progressive experience in information security or security engineering, including hands-on experience in vulnerability management and penetration testing.Demonstrated expertise in vulnerability assessment, security scanning platforms, asset coverage, finding validation and risk-based prioritization to identify and reduce security exposure.Hands-on experience conducting internal and external penetration testing, including manual validation, controlled exploitation, security risk assessment and technical reporting.Experience operating, configuring and troubleshooting security platforms and automating security workflows to improve operational efficiency and testing effectiveness.Experience assessing vulnerabilities and security risks across infrastructure, cloud and application environments, including complex cloud environments.Ability to independently investigate complex security issues, identify root causes and recommend practical corrective actions that reduce recurring risks.Experience coordinating external security testing providers and communicating technical findings, remediation priorities and security risks to technical stakeholders and leadership.OSCP, GPEN, GWAPT or relevant vulnerability management certifications; scripting and API integration experience; and experience testing web applications, APIs and cloud environments preferred.Job to be performed in the location listed. Generous benefit package available. 2013 to 2026 Direct Supply, Inc. All rights reserved.