🧾 About the Role
Pie Insurance is transforming commercial insurance for small businesses—making it simple, affordable, and easy as pie. As a Payroll Partner Service Specialist, you’ll be the go-to expert for both payroll partners and insured clients, handling everything from simple inquiries to complex escalations. You’ll bring empathy, expertise, and problem-solving skills to a high-impact, customer-facing role that blends technical execution with relationship-building.


āœ… Position Highlights
• $23.50–$28.00/hour
• Full-Time
• 100% Remote (U.S.-based only)
• Equity included (ā€œa piece of the pieā€)
• Comprehensive health, dental, and vision coverage
• Generous PTO and paid holidays
• 401(k) match
• Parental and caregiver leave


šŸ“‹ What You’ll Own
• Serve as a primary point of contact for payroll partners and insureds via phone, email, and platform communications
• Manage full-cycle policy servicing including renewals, cancellations, billing issues, and remittance reconciliation
• Resolve both standard and urgent inquiries with a 24-hour response commitment
• Troubleshoot and resolve billing discrepancies, policy production issues, and data concerns
• Proactively identify and resolve partner pain points before they escalate
• Act as a subject matter expert for workers’ comp within the Payroll Partner Pod
• Support new hire onboarding and training, including SOP documentation and resource creation
• Participate in special projects and process rollouts as needed


šŸŽÆ Must-Have Traits
• High school diploma or GED required (Associate’s or Bachelor’s degree preferred)
• 1+ year in a high-volume customer contact environment
• Prior experience in insurance or payroll service support strongly preferred
• Strong written and verbal communication—especially under pressure
• Proven problem solver with sharp attention to detail
• Experience with Salesforce, G-Suite, Slack, and digital payment systems is a plus
• Adaptability and growth mindset—ready to pivot as the team scales
• Ability to train and support others with clarity and patience


šŸ’» Remote Requirements
• Must live and work in the U.S. (territories excluded)
• Reliable high-speed internet
• Quiet, professional home office setup


šŸ’” Why It’s a Win for Remote Job Seekers
• Join a company named one of America’s Best Startup Employers (2025)
• Play a key role in shaping the payroll partner experience
• Enjoy a people-first culture with transparent leadership and growth opportunities
• Get in on the ground floor of a transformative insurtech company with national reach


āœļø Call to Action
If you’re a detail-driven, people-focused problem solver who thrives in a fast-paced, fully remote role—this is your seat at the table. Apply now and help Pie keep insurance as easy as pie.

APPLY HERE