Customer Support Specialist L2

CharterUP
Remote

About The Position

CharterUP is seeking a proactive and detail-oriented Customer Support Specialist, Level 2 to join our growing Service Operations team. In this role, you will deliver exceptional customer support while taking increased ownership of complex service issues and live trip operations. As a key member of the team, you will serve as a primary point of contact for customers and internal stakeholders during active trips. You will manage customer concerns, coordinate solutions to operational disruptions, and help ensure a seamless trip experience from start to finish. This role requires strong problem-solving skills, sound judgment, and the ability to remain calm and organized in a fast-paced, real-time operations environment.

Requirements

  • 2–4 years of customer service or operations experience, ideally in logistics, transportation, hospitality, or marketplace environments.
  • Strong written and verbal communication skills with the ability to manage multiple stakeholders effectively.
  • Demonstrated problem-solving skills and sound judgment in fast-paced environments.
  • Experience handling escalated customer situations with professionalism and empathy.
  • Ability to multitask and prioritize competing tasks while maintaining attention to detail.
  • Strong organizational and time management skills.
  • A customer-first mindset with a commitment to delivering exceptional service experiences.

Responsibilities

  • Respond to customer inquiries via phone and email, delivering timely, professional, and accurate support.
  • Independently resolve a wide range of customer issues while escalating complex or high-risk cases when appropriate.
  • Manage and resolve escalated customer concerns, ensuring a positive and professional experience.
  • Conduct follow-ups with customers to confirm issues are fully resolved.
  • Document customer interactions, trip updates, and resolutions within CharterUP’s proprietary systems.
  • Monitor active trips in real time, identifying and addressing potential disruptions such as delays, route changes, or driver issues.
  • Serve as a primary operational contact for drivers, customers, and internal teams during live trips.
  • Assess situations quickly and coordinate solutions to minimize service disruptions.
  • Provide clear and timely updates to customers, drivers, and internal stakeholders.
  • Partner closely with internal teams including operations, logistics, and account management to resolve service issues.
  • Coordinate with drivers and transportation partners to ensure trips run smoothly.
  • Communicate effectively across multiple stakeholders to maintain high service standards.
  • Identify recurring customer issues and provide feedback that helps improve processes and service delivery.
  • Share knowledge and best practices with newer team members when needed.
  • Contribute feedback on operational tools, workflows, and documentation.

Benefits

  • Medical, dental, and vision insurance
  • Mental health support
  • Virtual care
  • Gym discounts
  • Family-building benefits
  • 100% of premiums covered for employees (in the U.S.)
  • Paid time off
  • 15 PTO days (increasing to 20 after 2 years) + 8 paid holidays (in the U.S.)
  • Company-paid life, short-term, and long-term disability insurance
  • Referral bonuses
  • 401(k) plan (in the U.S.)
  • Mac or PC, plus monitor, keyboard, and mouse
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