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Agent guide: [/agents.md](https://www.wearedevelopers.com/agents.md). --- # Red Team - Sr Security Engineer - **Company:** WellSky Corporation - **Location:** Overland Park, KS, United States - **Experience:** Expert - **Contract:** Permanent contract - **Skills:** Kubernetes Security, Active Directory, Application Programming Interfaces (APIs), Artificial Intelligence, Amazon Web Services, Software System Penetration Testing, Microsoft Azure, Bash Shell, Burp Suite, Cloud Computing, Cyber Security, Continuous Integration, Information Leak Prevention, Data Stores, Cursor (Graphical User Interface Elements), Disaster Recovery, Identity and Access Management, Information Security Management, Intrusion Detection and Prevention, Python (Programming Language), Key Management, Log Analysis, Nmap, Open Source Technology, Open Web Application Security, Windows PowerShell, Azure Active Directory, Red Team (Cyber Security), Reverse Engineering, Secure Coding, Security Software, Security Information and Event Management, Software Engineering, Software Vulnerability Management, Web Applications, AI Infrastructure, Data Logging, Computer Networking Systems, Google Cloud, Cloud Platform System, GitHub Copilot, Large Language Models, Prompt Engineering, Software Security, Mitre Att&ck, Malware, AI Platforms, Metasploit, Purple Team (Cyber Security), Security Orchestration, Automation & Response, Static Application Security Testing, Vulnerability Analysis, Dynamic Application Security Testing - **Published:** August 21, 2026 - **Apply:** https://jobs.localjobnetwork.com/apply/add/88108112/1 ## About the Role * Bachelor's degree in a related field or equivalent work experience * 4 - 6 years related work experience * At least 2 years of the above experience in an offensive security role: penetration testing, red teaming, adversary emulation, or purple team * Hands-on experience executing the full attack lifecycle - reconnaissance, initial access, privilege escalation, lateral movement, persistence, and exfiltration - against enterprise networks, cloud environments, and web applications * Working knowledge of the MITRE ATT&CK framework for planning engagements and mapping findings to detection coverage * Proficiency with offensive tooling such as Burp Suite, Nmap, Metasploit, BloodHound, and Impacket, and with at least one command-and-control framework such as Cobalt Strike, Sliver, or Mythic * Cloud attack and defense experience in AWS, Azure, or GCP, including IAM abuse paths, misconfiguration exploitation, and cloud-native logging and controls * Demonstrated ability to communicate findings to both engineering teams and executives, including business risk, exploitability, and prioritized remediation guidance * Demonstrated daily use of AI assistants and agentic coding tools such as Claude Code, GitHub Copilot, or Cursor to accelerate research, tooling development, log analysis, and reporting * Practical prompt engineering skill, including decomposing security tasks for large language models and critically validating AI-generated output before acting on it * Understanding of the security and privacy risks introduced by AI tooling, including safe handling of PHI and other sensitive data in prompts and adherence to responsible-use policies Preferred Qualifications: Offensive depth * Detection engineering and purple team collaboration, including writing or tuning SIEM detections based on emulated adversary behavior * Malware analysis, reverse engineering, or custom payload development and EDR evasion in an authorized testing context * Active Directory and Microsoft Entra ID attack path analysis and hardening * Container and Kubernetes security testing, and CI/CD pipeline or software supply chain attack techniques * Application security depth, including SAST, DAST, and SCA triage, secure code review, and threat modeling * Contributions to the security community such as open-source tooling, CVE research, CTF placement, conference talks, or published research * Scripting and automation ability in Python, PowerShell, Bash, or Go to build tooling and automate repetitive testing AI and machine learning security * Experience testing AI and LLM-enabled applications for prompt injection, jailbreaks, insecure output handling, data leakage, and agent or tool-abuse paths * Familiarity with the OWASP Top 10 for LLM Applications, MITRE ATLAS, and the NIST AI Risk Management Framework * Experience building AI-assisted security automation, such as agents or scripts for alert triage, recon enrichment, log correlation, or evidence collection * Understanding of how to secure AI infrastructure, including model endpoints, MCP servers and tool integrations, RAG data stores, and API key management for AI services * Experience evaluating third-party AI tools for enterprise risk and defining safe-use guardrails Certifications, any of the following * Offensive security: OSCP, OSEP, OSWE, CRTO, GPEN, GXPN, or PNPT * Cloud: AWS, Azure, or GCP security specialty certification * General: CISSP, GCIH, or GCIA Healthcare and compliance * Healthcare industry experience * Working knowledge of the HIPAA Security Rule, HITRUST CSF, SOC 2, and NIST 800-53 or the NIST Cybersecurity Framework, and how they constrain offensive testing scope and evidence handling * Experience conducting authorized testing in regulated environments under formal rules of engagement and change-control processes Job Expectations: * Willing to work additional or irregular hours as needed * Must work in accordance with applicable security policies and procedures to safeguard company and client information * Must be able to sit and view a computer screen for extended periods of time, Applicants for U.S.-based positions with WellSky must be legally authorized to work in the United States. Verification of employment eligibility will be required at the time of hire. Certain client-facing positions may be required to comply with applicable requirements, such as immunizations and occupational health mandates. ## Description The Red Team - Sr Security Engineer is responsible for enterprise information security systems and infrastructure platforms for WellSky. The scope of this job includes information system security administration and maintenance, vulnerability management, and configuration of other security software and solutions., * Design, scope, and execute red team engagements and adversary emulation exercises against WellSky systems, cloud environments, and applications, and partner with detection engineering to close the gaps those exercises expose. * Lead the implementation and enhancement of security measures across systems and software development processes, system hardening, monitoring, vulnerability assessment and remediation, incident response, disaster recovery by enforcing secure software development lifecycle practices and considering emerging cybersecurity threats. * Develop and enforce security controls in colocation and cloud environments in strategic alignment with WellSky policies. * Analyze technical requirements and recommend solutions or enhancements to provide actionable guidance for the business that align with industry standards and regulatory compliance. * Provide technical guidance to development and IT teams by fostering secure software design and deployment. * Participate in the security incident response process by aiding in detection, notification, containment, resolution, and escalation of incidents as needed. * Serve as a subject matter expert for security tools (e.g., SIEM, DLP, EDR, SAST, SCA), optimize configurations and workflows, and provide guidance to other information security teammates and assign tasks as needed. * LeverageAItools and platforms as an integral part of daily responsibilities to enhance decision-making, streamline workflows, and drive data-informed outcomes. * Perform other job duties as assigned. ## Related Videos - [The Developer Workstation Blind Spot: Why Your Security Stack Can't See What Matters Most](https://www.wearedevelopers.com/videos/100254-the-developer-workstation-blind-spot-why-your-security-stack-can-t-see-what-matters-most) - [Enhancing Workload Security in Kubernetes](https://www.wearedevelopers.com/videos/356-enhancing-workload-security-in-kubernetes) - [Checkmate: 5 Real Incidents That Can End a Software Company](https://www.wearedevelopers.com/videos/100126-checkmate-5-real-incidents-that-can-end-a-software-company) - [Full Spectrum File Uploads](https://www.wearedevelopers.com/videos/870-full-spectrum-file-uploads) - [Security Pitfalls for Software Engineers](https://www.wearedevelopers.com/videos/726-security-pitfalls-for-software-engineers) - [Training Bots on Deliveroo Data, Alexa Can Swear and Mushroom Electronics - Julia Kordick](https://www.wearedevelopers.com/videos/1839-training-bots-on-deliveroo-data-alexa-can-swear-and-mushroom-electronics-julia-kordick) ## Related Articles - [9 Ways to Make Money Hacking](https://www.wearedevelopers.com/magazine/333-9-ways-to-make-money-hacking) - [Dev Digest 134 - Where pixels sing?](https://www.wearedevelopers.com/magazine/477-dev-digest-134-where-pixels-sing) - [Is Software Engineering Over-Saturated?](https://www.wearedevelopers.com/magazine/418-is-software-engineering-over-saturated) - [Why Upskilling And Reskilling is Important For Developers](https://www.wearedevelopers.com/magazine/428-why-upskilling-and-reskilling-is-important-for-developers) - [Fully Remote Software Engineer Jobs](https://www.wearedevelopers.com/magazine/447-fully-remote-software-engineer-jobs) - [Events like RSAC Get You CISOs. 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