Last Updated on August 19, 2026 by Justin Bryant

Roadie, a UPS company, is hiring a full-time Customer Support Specialist to assist customers and delivery partners from home. The benefits are the standout feature: Roadie lists 100% company-paid health insurance for the employee, a monthly work-from-home stipend, necessary technology, a 401(k) match, generous paid time off, and additional leave programs.

This is a customer-contact position rather than a quiet back-office job. The specialist provides support by phone, email, and text, and candidates need at least two years of customer-service experience. The schedule may include evenings, weekends, and holidays.

Roadie's application also says its next class starts September 21, 2026, followed by four weeks of mandatory training. The official application was active when checked on August 19, 2026. Greenhouse job ID: 8722578002.

What Is Roadie?

Roadie is a logistics and delivery platform owned by UPS. Businesses use the service for local same-day delivery, large-item delivery, ship-from-store orders, and other delivery arrangements that do not always fit conventional parcel networks.

According to the employer, Roadie reaches 97% of U.S. households across more than 30,000 ZIP codes and works with a nationwide network of independent drivers. The Customer Support Specialist joins the employee support operation that helps customers, partners, users, and drivers navigate deliveries and resolve problems.

The role is posted and managed by Roadie. The UPS relationship adds brand recognition, but applicants should understand that this is a Roadie opening rather than assume it is a standard UPS call-center or package-operation position.

Pay and Benefits

The official Roadie posting does not disclose an hourly rate or salary. Applicants should ask about the compensation range during the hiring process and should not treat third-party estimates as guaranteed pay.

Roadie lists an unusually substantial benefits package:

  • 100% company-paid health insurance for the employee
  • 401(k) with company match
  • Tuition and student-loan repayment assistance
  • Generous paid time off
  • Inclusive family leave
  • Paid wellness days in addition to company holidays
  • Monthly work-from-home stipend
  • Paid sabbatical leave for tenured employees
  • Technology needed to perform the job

The listing does not explain dependent-coverage costs or every eligibility rule, so candidates should confirm those details in the offer documents.

Job Highlight: Customer Support Specialist

Roadie's support team is the front line for people using its delivery platform. Specialists respond when someone needs help with an active delivery, has a question about the service, or encounters an unusual situation requiring intervention.

This is clearly phone-inclusive work. The official duties specifically name phone, email, and text-based support. People seeking a no-phone job should skip this opening, while applicants who enjoy fast-moving customer problem-solving may find it appealing.

The specialist also monitors deliveries proactively instead of waiting for every customer to report a problem. That means the job combines reactive customer service with logistics tracking, documentation, and coordination across Roadie departments.

Key Responsibilities

  • Assist Roadie customers, partners, users, and community members by phone, email, and text.
  • Listen carefully to customer concerns and confirm the important facts.
  • Resolve questions efficiently without sacrificing service quality.
  • Monitor deliveries that are currently in progress and intervene when needed.
  • Manage unusual delivery situations with professionalism, empathy, and urgency.
  • Record interactions accurately in Salesforce and other internal systems.
  • Work with other Roadie departments to support a smoother delivery experience.

Qualifications

Roadie asks for:

  • At least two years of customer-service experience, preferably with a technology or logistics company
  • Strong written and verbal communication
  • Efficient problem-solving and troubleshooting ability
  • Comfort working in a fast-paced environment where requirements may change
  • The ability to receive and apply feedback
  • A proactive approach to uncertainty and ambiguous situations
  • Availability for non-standard hours, including evenings and weekends

Salesforce experience is listed as a plus rather than a stated requirement. The posting does not list a college degree requirement.

Candidates must be authorized to work for any U.S. employer. Roadie says this opening is not eligible for visa sponsorship.

Resume Keywords

Use terms like these only when they accurately match your background:

  • Customer support
  • Logistics support
  • Phone, email, and text support
  • Active listening
  • Delivery monitoring
  • Troubleshooting
  • Salesforce
  • Case documentation
  • Escalation management
  • Cross-functional collaboration
  • Fast-paced environment
  • Customer experience
  • Problem resolution

Concrete examples will be more persuasive than a keyword list. Describe a difficult customer issue you resolved, the tools you used to document it, and how you balanced speed with accuracy.

Location and Schedule

The employer labels the role REMOTE and describes Roadie as a remote-first environment. The application asks candidates to identify their U.S. state, but the public description does not provide a list of excluded states. Candidates should confirm state eligibility with the recruiter.

This is a full-time, five-day workweek. Schedules may include evenings, weekends, and holidays. Applicants must be available to start on September 21, 2026 and attend all four weeks of mandatory training. The page does not state the daily training hours.

Roadie supplies the technology needed for the job and lists a monthly work-from-home stipend. The posting does not state a minimum internet speed or provide other home-office specifications.

Closing Notes

This position is best for an experienced customer-service worker who is comfortable with phone contact, shifting logistics problems, and a schedule outside a standard Monday-through-Friday daytime routine. The UPS connection and employer-paid employee health insurance provide strong reasons to consider it even though compensation is not public.

The biggest catches are the two-year experience requirement, phone-heavy duties, non-standard schedule, fixed September 21 class date, mandatory training, and lack of a disclosed pay range. Verify compensation, your state's eligibility, the assigned shift, and training hours before accepting an offer.

Official Greenhouse job ID: 8722578002. Last checked: August 19, 2026.

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