Customer Success Specialist I

Who You Are

You are a technically curious, customer-focused problem solver who enjoys working in enterprise customer support within a telecommunications and platform operations environment. You thrive in a fast-paced setting, can manage multiple priorities at once, and take pride in delivering excellent service while solving technical issues.

As a Customer Success Specialist I, you will serve as the primary technical point of contact for a portfolio of enterprise customers using Vail's Routing and Call Control (RACC) platform. You will support customers throughout their lifecycle by troubleshooting technical issues, monitoring customer traffic and platform health, maintaining strong customer relationships, and working with internal engineering and product teams to help ensure long-term customer success.

What You'll Do

• Serve as the primary day-to-day technical contact for assigned customer accounts utilizing the RACC platform
• Build and maintain strong customer relationships through proactive outreach, regular communication, and ongoing support
• Review monitoring pages and system dashboards throughout the day to identify, investigate, and resolve customer-impacting issues
• Troubleshoot call routing, provisioning, and platform issues using SIP call logs, call detail records (CDRs), and internal monitoring/reporting tools
• Work closely with software developers, network/operations engineers, project managers, and business analysts to resolve customer issues
• Document troubleshooting steps, technical findings, customer environments, and operational procedures in internal knowledge bases such as Confluence/Jira
• Support onboarding and provisioning efforts by attending implementation meetings, tracking progress, and assisting with technical readiness activities
• Manage inbound customer communications through email, ticketing systems, and phone while meeting internal response expectations
• Participate in team meetings to provide customer/project updates, escalate blockers, and align on weekly priorities
• Provide after-hours support as needed for emergency customer-impacting incidents
• Identify opportunities for process improvements, documentation updates, and operational efficiencies across the team

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

• Bachelor's degree in Business, Telecommunications, Computer Science, Information Technology, or related field, or equivalent practical experience is required
• 1+ year of experience in technical support, technical customer success, implementation, IT support, or another customer-facing technical role is required
• Strong analytical and troubleshooting skills with the ability to diagnose and resolve technical issues are required
• Excellent written and verbal communication skills, including the ability to explain technical concepts to non-technical audiences, are required
• Strong organizational and time management skills, with the ability to manage multiple priorities effectively, are required
• Able to learn complex technical platforms and internal systems quickly is required
• Proficiency with Microsoft Office Suite and general business software tools is required
• Experience in telecommunications, VoIP, SIP, call routing, or contact center technologies is preferred
• Familiarity with SIP call flows, SIP logs, call detail records (CDRs), or telecom troubleshooting tools is preferred
• Experience using Jira, Confluence, or similar documentation/ticketing platforms is preferred
• Experience supporting enterprise/B2B customers in a SaaS, telecom, or technical services environment is preferred
• Exposure to cloud contact center platforms such as Genesys, Five9, Amazon Connect, Twilio, or similar technologies is preferred

$58,000 - $65,000 a year

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 with the 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 and identifying potential inconsistencies or verification signals in application materials based on available information. 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.