Jerry.ai is America’s first and only super app to radically simplify car ownership. We are redefining how people manage owning a car, one of their most expensive and time-consuming assets. Backed by artificial intelligence and machine learning, Jerry.ai simplifies and automates owning and maintaining a car while providing personalized services for all car owners' needs. We spend every day innovating and improving our AI-powered app to provide the best possible experience for our customers. We are the #1 rated and most downloaded app in our category with a 4.7 star rating in the App Store. We have more than 5 million customers — and we’re just getting started. Founded in 2017 by serial entrepreneurs and has raised more than $240 million in financing. Join our team and work with passionate, curious and egoless people who love solving real-world problems. Help us build a revolutionary product that’s disrupting a massive market.
Senior People Operations Manager
Location
United States + 1 moreAll locations: United States, Canada
Posted
7 days ago
Salary
$120K - $140K / year
Seniority
Lead
Job Description
Role Description
We are hiring a Senior People Operations Manager to lead the operational foundation of our People function. This role will own the day-to-day and strategic execution of:
- Payroll
- Benefits
- HR compliance
- Employment taxes
- HR systems
- Immigration coordination
- Global workforce operations (including EOR management)
This role will also manage a distributed People Operations support team (two Philippines-based associates) responsible for daily execution and employee support workflows. You will set priorities, ensure operational rigor, and raise the bar on accuracy, documentation, and service delivery as the company scales.
This position partners closely with our HRBP lead, who will focus on employee relations, performance management, talent density, and leadership support—while you ensure the systems and operations behind the employee experience are consistent, compliant, and scalable.
Qualifications
- 7+ years of progressive People Operations experience, including payroll, benefits, and compliance ownership at a fast-growing startup that scaled from 150 to 350 employees.
- Experience managing a distributed or offshore operations team is strongly preferred.
- Strong understanding of multi-state employment compliance and operational risk management.
- Experience partnering with external vendors (payroll, benefits, EOR, immigration counsel).
- High attention to detail and strong judgment handling confidential employee data.
- Strong project management skills and ability to execute against deadlines.
Requirements
- Lead a distributed offshore People Ops team; provide coaching and structure to two direct reports.
- Establish workflows, quality standards, and SLAs for onboarding, payroll, and benefits.
- Drive HRIS data integrity, automation, and self-service to reduce manual work and scale operations.
- Oversee end-to-end payroll processing, tax withholding, and year-end reporting (W-2s) for all populations.
- Lead open enrollment and manage the full suite of health and retirement programs, vendor performance, and broker relations.
- Manage EOR partnerships for international employees, including contract updates and cost forecasting with Finance.
- Own the compliance calendar (federal, state, local) and lead audits for payroll and documentation.
- Oversee onboarding/offboarding execution and streamline operational handoffs with IT and Legal.
- Coordinate with counsel to manage immigration filings, visa tracking, and work authorization support.
Benefits
- Comprehensive benefits package including health, dental, and vision coverage.
- Paid time off and paid parental leave.
- 401(K) plan with employer matching.
- Wellness benefits.
- Equity opportunities may also be part of your total rewards package.
Job Requirements
- 7+ years of progressive People Operations experience, including payroll, benefits, and compliance ownership at a fast-growing startup that scaled from 150 to 350 employees.
- Experience managing a distributed or offshore operations team is strongly preferred.
- Strong understanding of multi-state employment compliance and operational risk management.
- Experience partnering with external vendors (payroll, benefits, EOR, immigration counsel).
- High attention to detail and strong judgment handling confidential employee data.
- Strong project management skills and ability to execute against deadlines.
- Lead a distributed offshore People Ops team; provide coaching and structure to two direct reports.
- Establish workflows, quality standards, and SLAs for onboarding, payroll, and benefits.
- Drive HRIS data integrity, automation, and self-service to reduce manual work and scale operations.
- Oversee end-to-end payroll processing, tax withholding, and year-end reporting (W-2s) for all populations.
- Lead open enrollment and manage the full suite of health and retirement programs, vendor performance, and broker relations.
- Manage EOR partnerships for international employees, including contract updates and cost forecasting with Finance.
- Own the compliance calendar (federal, state, local) and lead audits for payroll and documentation.
- Oversee onboarding/offboarding execution and streamline operational handoffs with IT and Legal.
- Coordinate with counsel to manage immigration filings, visa tracking, and work authorization support.
Benefits
- Comprehensive benefits package including health, dental, and vision coverage.
- Paid time off and paid parental leave.
- 401(K) plan with employer matching.
- Wellness benefits.
- Equity opportunities may also be part of your total rewards package.
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