VA
Vail SysTechnical Project Manager II
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Before you apply
SalaryNo pay range posted
LocationGreater Chicago Area
Also inDeerfield, IL
Work modehybrid
Typefull-time
SeniorityMid
Experience3+ yrs
DepartmentService Delivery, Project Management
Company size3+ people
PostedSep 16, 2026 · 1mo ago
Verified live20h ago
At a glanceSummarised by Seekless from the posting.
Bachelor's degree in Computer Science, Software Engineering, or a related field
3-4+ years of experience in a technical project management role
Proficiency with Jira or similar ticketing system
Knowledge of Scrum practices (sprint planning, review, standups, project grooming)
Experience in directly interacting with internal and external customers
Experience working with diverse groups in a highly technical environment
Knowledge of project management lifecycle
Excellent verbal and written communication skills, including technical writing
Master's degree in Computer Science, Software Engineering, or related field
Previous experience as a software engineer or software testing engineer
Knowledge of telecommunications/telephony, VoIP, call routing, IVR functionality, and call flows
Knowledge of Docker & Kubernetes or similar cloud technologies
Project Management Professional (PMP) certification
Skills
Jira
Docker
Kubernetes
Benefits
Health insurance
Dental insurance
Vision insurance
Life insurance
Short term disability
Long term disability
401(k)
Unlimited PTO
Bonus program
Maternity leave
Paternity leave
Relocation allowance
Employee referral bonus
Gym membership
Professional development stipend
Who You Are
Interested in managing the entire lifecycle of projects and building innovative enterprise communication solutions on voice, web, and messaging channels?
As a Technical Project Manager II, you will be expected to coordinate between business, product, and engineering teams to ensure project deliverables are identified, stakeholder needs are addressed, and deadlines are met. You would assist in gathering requirements, identifying crucial resources, assisting with task completion, and providing regular project status updates.
The ideal candidate will have a strong background in project management frameworks and agile methodologies to coordinate research, strategically develop project plans, translate unique customer requirements into tasks, facilitate software development, and partner with operations to quickly deliver solutions to the marketplace. This role is team-oriented, as you will collaborate with highly technical and cross-functional teams in a dynamic, client-centered environment.
What You’ll Do
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Partner closely with Business, Product, Engineering, Operations, Support, and other key leaders to establish project scope, timeline, technical direction, and success metrics for projects. Projects will include building new product features, creating new applications, expanding platform capabilities, and tooling enhancements that will improve customers’ experience or engineering velocity.
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Deliver Engineering objectives by executing the projects and providing visibility to resource allocation and prioritization. Develop frameworks for execution and adapt to the team’s needs & context.
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Develop a full understanding of our technical stack, the interdependencies, and contribute to designs to ensure they are scalable, reliable, and efficient.
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Track, prioritize, and execute projects, enhancements, or bugs from the team backlog.
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Manage timely and succinct communications to leadership and across teams to ensure accountability and timeline management.
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Document project artifacts, including work steps, deployments, release notes, and monthly reporting.
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Gain sign-off from user-acceptance testing and coordinate releases.
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After project completion, facilitate retrospective meetings.
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.
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A Bachelor’s degree in Computer Science, Software Engineering, or a related field.
•
3-4+ years of experience in a technical project management role.
•
Proficiency with Jira or similar ticketing system.
•
Knowledge of Scrum practices (sprint planning, review, standups, project grooming).
•
Experience in directly interacting with internal and external customers.
•
Experience working with diverse groups in a highly technical environment.
•
Knowledge of project management lifecycle.
•
Excellent verbal and written communication skills, including technical writing.
•
A Master’s degree in Computer Science, Software Engineering, or related field, preferred.
•
Previous experience as a software engineer or software testing engineer, preferred.
•
Knowledge of telecommunications/telephony, VoIP, call routing, IVR functionality, and call flows, preferred.
•
Knowledge of Docker & Kubernetes or similar cloud technologies, preferred.
•
Project Management Professional (PMP) certification, preferred.
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.
Benefits
We offer competitive compensation and affordable benefits with flexibility and choice to meet individual and family (including Domestic Partnerships) needs, including:
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Multiple medical, dental, and vision plan options
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Company-paid life insurance, short and long-term disability
•
401(k) savings plan with company match (50% on first 6% of employee contribution)
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35 days total annual PTO
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Annual Bonus Program
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Paid maternity and paternity leave
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Relocation allowance
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Employee referral bonus
•
Gym membership
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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.