Senior Payroll Manager

Role Overview

• Lead, mentor, and grow a high-performing payroll team. You will foster a culture of accuracy and service, ensuring your team has the resources and guidance to support our rapidly expanding headcount and offer excellent customer service to our workers.
• Manage end-to-end processing for all worker types. This includes US W-2 employees (exempt/non-exempt), US-based 1099 contractors, and our international workforce. You will own the specific workflows required to ensure contractors are paid timely and accurately alongside our employees.
• Oversee the payroll side of benefits (401k, FSA/HSA, etc.), ensuring tax withholdings are precise, reporting is seamless, and carrier feeds are accurate.
• Implement and optimize our payroll systems to support a workforce that is scaling quickly. You will lead the charge on automating manual data entry and integrating payroll with our HRIS and Time & Attendance tools.
• Manage the complexity of establishing payroll tax accounts and registrations across new US states. Globally, you will ensure we remain compliant with local regulations regarding international contractor payments and EOR arrangements.
• Work closely with the Finance team to ensure payroll GLs, journal entries, and accruals are precise. You will lead the payroll side of month-end close and ensure we are audit-ready at all times.
• Serve as the primary escalation point for complex payroll inquiries. You will help our team and our caregivers understand their pay and deductions, delivering answers with empathy and speed.
• Work closely with our GMs in each caregiver market to ensure tight, accurate, and timely payroll operations, proactively surface and resolve issues, and deliver a seamless caregiver employee experience.

Requirements

• 10+ years of payroll experience (3+ years as Payroll Manager), with a specific focus on high-growth startups or healthcare organizations.
• Proven experience managing direct reports. You have hired, trained, and developed payroll professionals before.
• You have managed payroll for a mixed workforce that includes US W-2s, US 1099s, and international contractors. You understand the operational nuances of paying contractors through payroll systems versus AP.
• You have successfully managed payroll for employees across multiple states and are comfortable navigating the nuances of multiple state labor laws and varying local tax jurisdictions.
• You are an expert in modern payroll platforms (e.g., Rippling, ADP, UKG, Workday, etc.) and have advanced Excel skills. You don't just run reports; you know how to manipulate data to find answers.
• You have moved a company from "manual and messy" to "automated and structured." You are comfortable working in an environment where processes are being built in real-time.
• You understand that in our business, a payroll error isn't just a number
• it’s a family’s rent or groceries. You have a track record of maintaining high accuracy under tight deadlines.
• You thrive in a cloud-native environment. You are highly proficient in Slack and Google Workspace (G Suite), using them for rapid communication and real-time collaboration. You are comfortable navigating multiple SaaS platforms simultaneously and prefer agile, digital workflows over static files and email chains.
• Bonus points for: Experience with Medicaid-funded home care programs (e.g., HCBS waivers, IHSS, CDPAP) or similar government-regulated payment structures. You understand how state-specific funding rules impact overtime, maximum hours, and pay rates.
• Bonus points for: FPC or CPP certification.

Tech Stack

• C++
• Cloud

Benefits

• Offers Equity
• Offers Bonus