Senior customer support specialist resolving complex VIP and enterprise escalations for CharterUP’s AI-powered transportation platform. Managing vendors, customer success, documentation, and support KPIs.
Responsibilities
Manage complex customer escalations and complaints
Serve as the primary point of contact for complex issues requiring higher-level attention
Communicate with customers and vendors via phone, email, and chat
Support VIP and enterprise customers by proactively managing requests and specific needs
Analyze issues, identify root causes, and implement solutions
Collaborate with internal departments to resolve underlying problems
Improve customer experience through proactive engagement and communication
Document customer interactions, resolutions, and follow-up actions in CharterUP’s proprietary software
Maintain detailed records for reference and reporting
Identify customer feedback trends and recommend process, policy, and product improvements
Guide and support junior customer service representatives
Assist with training sessions
Monitor and report KPIs including response times, resolution rates, and customer satisfaction scores
Follow established escalation protocols, guidelines, policies, and procedures
Report to the Escalations Manager
Requirements
3–5 years in Customer Service, Customer Success, or Account Management
Minimum 1 year of experience working in a two-sided marketplace
Excellent verbal and written communication skills, including de-escalation techniques
Proven ability to manage high-volume ticket-based and transactional workflows
Strong analytical and problem-solving abilities
Experience working with VIP and enterprise customers and providing high-touch support
Ability to remain calm and professional under pressure
Strong sense of ownership and ability to make independent decisions aligned with dynamic priorities and company values
Exceptional attention to detail and organizational skills
Customer-focused mindset
Ability to work independently and as part of a team
Strong interpersonal skills and ability to build rapport with customers
Flexibility to adapt to changing priorities and handle multiple tasks simultaneously
Evening and weekend availability required
U.S.-based candidates and employees must reside in one of the approved states: Arizona, Colorado, Florida, Georgia, Hawaii, Mississippi, Missouri, North Carolina, New Hampshire, Nevada, New York, Oklahoma, South Dakota, Tennessee, Texas, Utah, Washington, or Wyoming
Benefits
Remote-first flexible work model
Medical, dental, and vision insurance
Mental health support
Virtual care
Gym discounts
Family-building benefits
100% of employee health insurance premiums covered in the U.S.
15 paid time-off days in the U.S., increasing to 20 after 2 years
8 paid holidays in the U.S.
Company-paid life insurance
Company-paid short-term disability insurance where available
Company-paid long-term disability insurance where available
Referral bonuses
Long-term financial planning support
401(k) plan in the U.S.
Region-specific savings programs internationally where applicable
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