Manager, People Operations

Anna Autism Care

7d•CA$95,000 - CA$135,000•Remote

About The Position

The Manager, People Operations will build and run the operational backbone of the employee experience across ANNA's US markets — onboarding workflows, payroll accuracy, multi-state compliance, employee relations, performance infrastructure, and workforce reporting. This is a high-velocity build role with unusually broad ownership for a manager-level position. We are scaling across states, which means the compliance calendar, the policy library, the dashboards, and the ER processes largely remain to be created — you will create them, run them, and improve them simultaneously. This is deliberately a sleeves-rolled-up role: you'll be in the payroll run, the I-9 file, and the compliance tracker yourself, and that's by design. You'll own US employment infrastructure end to end from Canada: state registrations, payroll cycles in Rippling, credential and I-9 compliance for a frontline clinical workforce, and the leave-law and classification decisions that keep a multi-state healthcare employer clean. ANNA is an AI-native company, and we expect People Operations to be built that way — AI-assisted policy drafting, automated compliance monitoring, agentic onboarding workflows. You'll build people systems that most HR teams twice our size are still waiting on. Strong performance in this seat has a defined growth path to Senior Manager, People Operations.

Requirements

4–6+ years in People Operations or HR operations, including time as an early People hire at a high-growth startup or scale-up
Hands-on ownership of US employment infrastructure: multi-state payroll, state registrations, I-9 compliance, FLSA classification, and leave-law administration
Experience personally running US ER cases end to end, including documentation and difficult conversations
Demonstrated AI fluency through real work product — automated workflows, AI-assisted documentation systems, or reporting builds you created yourself
Ability to work US Eastern business hours
Precision and follow-through at high volume

Nice To Haves

Rippling administration experience
Experience supporting a frontline, multi-site, or healthcare workforce (shift schedules, credential tracking, high-volume hiring)
Background at an EOR, PEO, or payroll provider serving US clients
Experience implementing or migrating an HRIS or payroll platform yourself

Responsibilities

Own end-to-end US payroll execution in Rippling across multiple states, including deductions, adjustments, and off-cycle runs, with a zero-defect standard
Serve as system owner for the HRIS — configuration, workflow automation, data integrity, and integrations with ANNA's broader stack
Manage benefits administration operations in partnership with brokers and carriers
Build and run the multi-state compliance calendar: state registrations, wage and hour requirements, leave laws, posting requirements, and healthcare-specific credentialing
Own I-9 and work-authorization compliance and the credential-expiration monitoring system for clinical staff
Maintain the policy library and employee handbook across states, using AI-assisted drafting and review
Design and run onboarding workflows that get new clinical and corporate hires productive fast — measured in hours, with automation carrying the repetitive load
Own offboarding, transfers, and lifecycle changes with clean documentation and system hygiene
Run ER casework end to end under US employment law — documentation, investigation support, performance improvement plans, and terminations — in partnership with leadership
Build ANNA's performance management infrastructure: review cycles, calibration tooling, and the reporting behind them
Build and maintain workforce dashboards leadership actually uses: headcount, retention, compliance status, payroll accuracy
Continuously identify manual People processes and replace them with AI-powered or automated workflows you design yourself