Customer Success Specialist I

Vail Systems Inc. • Chicago, IL

1d • Hybrid

About The Position

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.

Requirements

• 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

Nice To Haves

• 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

Responsibilities

• 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

Benefits

• 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

What This Job Offers

• Job Type: Full-time
• Career Level: Entry Level