Who You Are

Are you passionate about enhancing security and automating processes for modern, on-premises, cloud-native infrastructure? If so, we want to hear from you.

We are looking for a DevSecOps Engineer II to join our growing DevSecOps team and help design and implement solutions that strengthen security in our Kubernetes and containerized environments. Our systems process billions of calls every year and support advanced speech analytics, customer experience insights, and AI/ML workloads.

You’ll help shape best practices, mentor peers, and influence the design of secure systems that power critical, large-scale applications. You’ll work at the intersection of security, DevOps, and engineering—helping us scale secure, compliant systems that support billions of calls annually.

What You'll Do

Improve the security of containerized workloads in Kubernetes by leveraging CNAPP tooling for vulnerability scanning, runtime security, and compliance reporting
Partner with developer, DevOps, and security teams to integrate CNAPP and SIEM tools into CI/CD pipelines and infrastructure-as-code workflows
Test and refine Kubernetes security policies to strengthen enforcement and adoption
Support investigation and remediation of container-related security issues
Create documentation and best practices for secure container usage and deployment
Provide reporting and evidence to support compliance with frameworks such as PCI DSS, HIPAA, SOC 2, NIST, and ISO 27001
Stay current with new tools and approaches to improve Kubernetes and container security
Support DevOps needs by participating in deployments and troubleshooting developer workloads
Participate in an on-call rotation shared across 13 engineers. Each engineer typically covers one weekday every two weeks. If your shift falls on a Friday, the on-call period extends through the weekend until Monday at 10 AM. The on-call rotation begins after 3 months of employment

Qualifications - We encourage you to apply if you think your experience may be a match, even if you do not meet all of the qualifications.

2+ years of hands-on, production-level experience with Kubernetes and containerization, including running and troubleshooting workloads in production environments is required.
Experience with on-premises k8s, a bonus.
Familiarity with CI/CD pipelines and tooling, (Jenkins, GitLab CI, ArgoCD)
Basic scripting and automation skills (Python, Bash); experience with Go (Golang), a bonus.
Experience with vulnerability scanning and container security workflows (Sysdig, Trivy, or similar)
Familiarity with CNAPP and SIEM platforms (Sysdig, Rapid7, or similar), or a strong interest in developing expertise with them
Understanding of networking concepts (TCP/IP, DNS, load balancing, firewalls, and Kubernetes network policies)
Familiarity with compliance frameworks (PCI DSS, HIPAA, SOC 2, NIST, ISO 27001) and how to support evidence/reporting needs
Understanding of security fundamentals such as Secure SDLC and secure coding principles
Strong collaboration and communication skills, with the ability to translate security requirements into practical guidance for developers

The base salary range provided is determined by market data matched to the job description and the level of the position, based in our industry and the Chicagoland area. We often consider candidates who do not meet all the qualifications listed in the job description (i.e., more or less years of experience, etc.). Therefore, an offer for this position may differ from the base salary range provided depending on the qualifications/skills of the candidate. In this case, an updated pay scale would be provided.

Who We Are

At Vail, we believe in the unique power of voice interactions to create more expressive, more intimate, and more efficient interpersonal interactions. Using Vail technology, we make millions of voice interactions better every day. We process around 10% of all toll-free call traffic in the U.S.; 1 in 10 times when someone calls a customer support hotline, Vail is routing or interacting with that call.

We are rapidly growing across multiple dimensions, including our customer base, the scope of products we offer, and the size of our team. Now is the right time for a strong candidate to join and grow with us. We have a supportive culture where employees are encouraged to achieve both personal and team goals because we believe growth leads to both business impact and personal fulfillment.

We offer competitive compensation and affordable benefits with flexibility and choice to meet individual and family (including Domestic Partnerships) needs, including:

Multiple medical, dental, and vision plan options
Company-paid life insurance, short and long-term disability
401(k) savings plan with company match (50% on first 6% of employee contribution)
35 days total annual PTO
Annual Bonus Program
Paid maternity and paternity leave
Relocation allowance
Employee referral bonus
Gym membership
Technical and Professional Development stipend

We are striving to implement and sustain an inclusive and equitable work environment for all employees by sourcing underrepresented groups and continually empowering those individuals within our organization to further enrich Vail’s communication solutions. We recognize that equitable and unique individuals benefit our teams’ problem-solving, innovation, and development efforts.

Our offices are located in Deerfield and Chicago, IL. Interviews and onboarding are conducted in our offices when possible. We observe a hybrid work format that provides employees flexibility to collaborate with team members based on business needs.

We may use artificial intelligence (AI) tools to support parts of the hiring process, such as reviewing applications, analyzing resumes, or assessing responses. These tools assist our recruitment team but do not replace human judgment. Final hiring decisions are ultimately made by humans. If you would like more information about how your data is processed, please contact us.

Vail Systems Inc.

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DevSecOps Engineer II