---
title: 'Software Engineer, Test & Infrastructure III at Vail Systems Inc.'
canonical: 'https://feeny.ai/job/software-engineer-test-infrastructure-iii-vail-systems-inc-chicago-x6a30zvyngf4'
type: 'job'
last_seen: '2026-09-10'
---

# Software Engineer, Test & Infrastructure III at Vail Systems Inc.

- **Company:** Vail Systems Inc.
- **Location:** Chicago, IL
- **Compensation:** $113k–$132k
- **Employment:** full-time
- **Work type:** hybrid
- **Posted:** 2026-07-22
- **Last confirmed live:** 2026-09-10
- **Apply:** https://jobs.lever.co/vailsys/20c1b1da-dc99-4af7-8e80-991dc705a381

## Job description

## Who You Are

You catch problems before they explode—testing edge cases and degraded paths others overlook so production fire drills can be prevented. You care deeply about the tools you use and create, shaping the internal frameworks and pipelines your team depends on. Your work validates millions of real-time customer interactions every day, from web to telephony platforms, and you’re always growing through peer reviews, knowledge sharing, and mentoring. You thrive in flexible, human-centered environments where hybrid collaboration and sustainable engineering aren’t just buzzwords, but the way you work. If you love building robust, high-throughput test platforms as much as we do, we’d love to hear from you!

At Vail, our QA Engineering team is deeply technical—we don’t just validate features, we build the frameworks and infrastructure that test real-world signaling flows, analyze media quality, and run performance tests that mimic millions of live voice and web sessions. We're engineers at heart, with a QA-first mindset and a passion for building robust, scalable systems that reveal issues before our customers do.

## What You'll Do

- Lead Automation Development: Design, develop, and maintain scalable, reusable automation frameworks that improve reliability, maintainability, and engineering efficiency across multiple products.
- Own Complex Test Automation: Build and maintain automation for functional, integration, regression, and performance testing across distributed applications, APIs, and telecommunications platforms.
- Advance Test Infrastructure: Enhance internal automation tools, testing libraries, and CI/CD workflows that improve quality, reduce manual effort, and accelerate software delivery.
- Strengthen CI/CD Pipelines: Design and optimize automated test execution within Jenkins and containerized environments, ensuring dependable and repeatable validation throughout the software development lifecycle.
- Analyze and Resolve Complex Issues: Investigate failures across applications, services, databases, and infrastructure using logs, metrics, and diagnostic tools to identify root causes and improve automation resiliency.
- Lead Performance Validation: Develop and execute performance, load, and stress testing strategies that accurately model production workloads and identify system bottlenecks before release.
- Collaborate Across Engineering: Partner with Software Engineering, Product Management, DevOps, and Operations to improve system quality, release readiness, and overall testability.
- Provide Technical Leadership: Mentor engineers through code reviews, automation design discussions, and troubleshooting while promoting engineering best practices across the QA organization.
- Drive Continuous Improvement: Lead initiatives that expand automation coverage, improve framework architecture, increase test reliability, and elevate engineering productivity.

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.

- Bachelor's or Master’s degree in Computer Science/Engineering or a related field, or equivalent experience
- Experience: Typically, 4–7 years in software development, test automation, or QA infrastructure engineering.
- Programming Skills: Strong proficiency in one or more of Ruby, Java, C#/.NET, C++, Perl, or Python.
- Automation Frameworks: Experience designing, building, and maintaining scalable automation frameworks using JUnit, TestNG, PyTest, RSpec, Selenium, Cucumber, or equivalent technologies.
- CI/CD & Containers: Experience developing and maintaining automated testing within Jenkins, Docker, Kubernetes, and modern CI/CD pipelines.
- Distributed Systems: Strong understanding of distributed systems, REST APIs, microservices, Linux environments, and network fundamentals.
- Performance Engineering: Experience developing and executing load, stress, and performance testing while analyzing application behavior under production-scale workloads.
- Databases: Solid understanding of SQL and NoSQL databases for data-driven testing.
- Problem Solving: Demonstrated ability to diagnose and resolve complex issues across multiple systems.
- Technical Leadership: Experience mentoring engineers, leading code reviews, driving technical initiatives, and collaborating across Agile teams.
- Preferred Qualification: Demonstrated experience leveraging AI technologies to enhance software testing, test automation, defect analysis, and engineering productivity, with the ability to drive AI adoption and best practices across a Quality Engineering team.

## 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 with the flexibility to collaborate with team members based on business needs.

## About Vail Systems Inc.

## Company Overview
- **One-liner**: Vail Systems develops innovative cloud-based voice communication technology that enhances millions of voice interactions every day.
- **Entity Type**: Private (bootstrapped; no external funding disclosed)
- **Headquarters**: Chicago, Illinois, USA (with offices in Chicago Loop and Deerfield) [vailsys.com](https://www.vailsys.com/about/company/)
- **Founded**: 1991 [vailsys.com](https://www.vailsys.com/about/company/)
- **Founders**: Jim Whiteley [vailsys.com](https://www.vailsys.com/about/company/)

## Core Business
- Primary industry: Telecommunications / Voice Communication Technology
- Target customers: B2B; enterprise clients requiring high-volume, reliable voice interaction solutions (e.g., call centers, customer experience platforms)
- Mission: “Create business value for our clients and growth opportunities for our employees by developing solutions that inspire people to interact freely and authentically.” [vailsys.com](https://www.vailsys.com/about/culture/)

## Products & Services
- **Voice Interaction Platform**: Cloud-based software that enhances voice communication by moving logic from premise to the network, then to the internet and cloud. Handles routing, analytics, and quality optimization for millions of calls daily. [vailsys.com](https://www.vailsys.com/about/company/)

## Market Standing
- **Valuation/Market Cap**: Not publicly available (private, bootstrapped company)
- **Key Metric**: 274 total employees (as of 2025) [builtin.com](https://builtin.com/company/vail-systems-inc)
- **Notable Investors/Partners**: Not disclosed; company has been self-funded since founding in 1991.
- **Growth Signals**: Rated among Built In's 2025 Best Midsize Places to Work in Chicago and in the US; actively hiring for multiple engineering and project management roles; expanding bilingual (Spanish) capabilities. [builtin.com](https://builtin.com/company/vail-systems-inc) [vailsys.com](https://www.vailsys.com/about/careers/)

## Competitive Advantages
- **Deep domain experience**: Over 30 years of continuous innovation in voice communication, transitioning from on-premise to cloud.
- **Proprietary technology**: Custom-built platform that optimizes voice interactions at scale, difficult to replicate.
- **Long-term client relationships**: Emphasis on cultivating lasting partnerships rather than transactional deals. [vailsys.com](https://www.vailsys.com/about/culture/)
- **Culture of continuous learning**: Hackathons, workshops, book clubs, and tuition reimbursement support ongoing employee growth. [vailsys.com](https://www.vailsys.com/about/culture/)

## Strategic Focus
- **Cloud-first evolution**: Continuing to move voice logic to the cloud to support scalability and reliability.
- **Bilingual expansion**: Hiring Spanish-speaking engineers to serve broader markets.
- **Talent development**: Investing in employee growth through training, cross-team collaboration, and internal mobility.

## Why Work Here
- **Culture**: Collaborative, innovative environment with a strong emphasis on work/life balance, diversity, and continuous learning. [vailsys.com](https://www.vailsys.com/about/culture/)
- **Work Policy**: Hybrid – flexible combination of remote and on-site work (Chicago Loop and Deerfield offices). [builtin.com](https://builtin.com/company/vail-systems-inc)
- **Perks & Benefits**: Competitive compensation with performance bonuses, 401(k) match, generous vacation, gym memberships, wellness events, casual dress, and social activities (softball team, triathlon team, game nights, hackathons). [vailsys.com](https://www.vailsys.com/about/careers/)
- **Engineering Culture**: Hands-on, collaborative teams; opportunities to work on impactful voice infrastructure; emphasis on test and infrastructure engineering. [jobs.lever.co/vailsys](https://jobs.lever.co/vailsys)

## Sources
1. [vailsys.com - Company Overview](https://www.vailsys.com/about/company/)
2. [vailsys.com - Careers](https://www.vailsys.com/about/careers/)
3. [vailsys.com - Culture](https://www.vailsys.com/about/culture/)
4. [builtin.com - Vail Systems Inc. Profile](https://builtin.com/company/vail-systems-inc)
5. [jobs.lever.co/vailsys - Open Positions](https://jobs.lever.co/vailsys)

## Other roles at Vail Systems Inc.

- [Network Operation Center (NOC) Technician – Day Shift](https://feeny.ai/job/network-operation-center-noc-technician-day-shift-vail-systems-inc-chicago-as148vja4tyx) — Chicago, IL
- [Technical Project Manager II](https://feeny.ai/job/technical-project-manager-ii-vail-systems-inc-chicago-2wczna14bgf6) — Chicago, IL
- [Software Engineer, Test & Infrastructure II (Bilingual Spanish)](https://feeny.ai/job/software-engineer-test-infrastructure-ii-bilingual-spanish-vail-systems-inc-8jrx6847qqft) — Chicago, IL