Last Updated on August 27, 2026 by Justin Bryant
Roadie, a UPS company, is hiring a remote Trust & Safety Specialist to investigate platform misuse, review high-risk incidents, and help protect users of its delivery network.
The official listing does not publish a salary range. It does list 100% covered health insurance premiums for the employee, a monthly work from home stipend, company-provided technology, a 401(k) match, unlimited paid time off, and several other benefits.
No college degree appears in the listed qualifications. However, this is not a no experience job. Applicants need at least two years of experience in trust and safety or a risk-related role, plus investigative ability, strong written and verbal communication, and experience with Salesforce or another CRM.
The duties emphasize investigations, incident analysis, background-screening decisions, audits, research, and external communications. Roadie does not describe the position as phone-free, so applicants should expect that calls or meetings may still be part of the job.
The official application was active when checked on August 27, 2026. Greenhouse job ID: 8608837002.
What Are Roadie and UPS?
Roadie is a delivery and logistics platform owned by UPS. According to the company, its network reaches 97% of U.S. households across more than 30,000 ZIP codes and includes more than 310,000 independent drivers.
Businesses use Roadie for local same-day delivery, large-item delivery, ship-from-store orders, and distribution-center-to-door delivery. A platform of that size must review potential fraud, unsafe activity, background-screening results, user claims, and other incidents that could create risk for customers, drivers, or the business.
The Trust & Safety Specialist is part of the team that investigates those issues and makes careful decisions under detailed policies. This is operations and investigative work rather than a general customer service position.
Pay and Benefits
Roadie's official listing does not disclose pay. Applicants should ask about the base salary or hourly rate, bonus eligibility, and whether compensation varies by state during the interview process.
The listing includes these benefits and work resources:
- 100% covered employee health insurance premiums
- 401(k) with company match
- Tuition and student loan repayment assistance
- Flexible work schedule
- Unlimited paid time off
- Monthly three-day weekends
- Monthly work from home stipend
- Paid sabbatical leave for eligible tenured employees
- Company-provided technology
The wording specifically says health insurance premiums are covered for the employee. Applicants with dependents should confirm dependent coverage, payroll costs, waiting periods, and eligibility rules.
Job Highlight: Trust & Safety Specialist
The specialist investigates risk-related issues on the Roadie platform from initial review through resolution. That may involve studying account activity, delivery incidents, claims, background-screening information, or other records to determine what happened and which action fits company policy.
The job also requires pattern recognition. Rather than treating every case as isolated, the employee uses data to find recurring problems, emerging risks, and gaps in the team's procedures. Those findings can help Roadie prevent misuse and reduce future losses.
Some situations may be urgent or sensitive. The listing mentions critical and high-risk incidents, geographic background-screening rules, law-enforcement coordination, legal policies, and external user communications. Applicants should be comfortable making documented decisions while following complex procedures.
Key Responsibilities
- Investigate and resolve risk-related issues on the Roadie platform.
- Analyze escalated incidents for patterns and trends.
- Identify gaps that could make trust and safety procedures more effective.
- Manage critical and high-risk situations with urgency.
- Adjudicate user background screenings under geographic compliance rules.
- Follow legal, risk, and internal policy requirements.
- Work with law enforcement when an investigation requires it.
- Investigate and audit sender Gig-related claims.
- Research industry standards and trust and safety practices.
- Assess liabilities and help reduce company losses.
- Support investigative research with Roadie's Legal team.
- Help prepare communications to external users.
Qualifications
Roadie lists these requirements:
- At least two years of trust and safety or risk-related experience
- Strong investigative, analytical, and problem-solving skills
- Exceptional verbal and written communication
- Ability to communicate with empathy and establish trust
- Proficiency with Salesforce or another CRM
- High attention to detail and accuracy
- Ability to follow detailed and complex procedures consistently
- Comfort working in a fast-paced environment with ambiguity
The posting does not list a college degree requirement. That makes experience and evidence of judgment especially important. Strong candidates may come from trust and safety, fraud prevention, claims investigation, risk operations, platform integrity, compliance support, background screening, or related work.
Resume Keywords
Use these terms only when they accurately describe your background:
- Trust and safety
- Risk investigation
- Platform misuse
- Incident escalation
- Fraud prevention
- Background screening
- Claims investigation
- Data analysis
- Pattern and trend identification
- Salesforce
- CRM systems
- Legal policy compliance
- Geographic compliance
- Investigative research
- Liability assessment
- Process improvement
- External user communication
- High-risk incident management
Quantify results when possible. Relevant examples could include investigation volume, response time, losses prevented, fraud trends identified, screening decisions completed, accuracy rates, escalations resolved, or procedures improved.
Location and Schedule
Roadie labels the opening REMOTE and says applicants must be authorized to work for any employer in the United States. The company will not sponsor a work visa for this role. The application asks candidates to identify their state of residence.
The listing promotes a flexible schedule but does not state the expected daily hours, time zone, weekend coverage, on-call rotation, or whether the position is full-time. Applicants should confirm each of those details before accepting an offer.
Company technology and a monthly work from home stipend are included. The listing does not describe internet-speed, private-workspace, travel, or equipment-return requirements.
Closing Notes
This is a strong fit for someone who already has at least two years in trust and safety, risk, fraud, claims, screening, or a closely related operations role and wants to move into a remote position with a recognizable parent company.
The biggest advantages are the UPS connection, company equipment, work from home stipend, fully covered employee health premiums, and no stated degree requirement. The biggest catches are the experience requirement, undisclosed pay, sensitive investigations, and the lack of a published work schedule.
Roadie's official listing does not promise a phone-free job. Even though the written duties focus on investigations, data, research, audits, and communications, applicants should ask how often the team uses calls, video meetings, or live external conversations.
Greenhouse job ID: 8608837002. Last checked: August 27, 2026.
Note: If the “Apply Here” link no longer works, the job may have been filled. Subscribe below to be notified of future remote jobs.