Customer Success Specialist I

Posted:
5/1/2026, 1:42:44 AM

Experience Level(s):
Junior ⋅ Mid Level

Field(s):
Customer Success & Support ⋅ Sales & Account Management

Workplace Type:
Hybrid

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.

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.