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Payroll and Equity Analyst

Opendoor - Toronto, ON, Canada - In-office - posted 2026-10-14

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Opendoor is seeking an AI and automation-focused analyst to streamline and simplify Payroll and Equity Operations. Reporting to the Payroll Manager, you will partner with Payroll, Equity, Accounting, and People teams to identify operational bottlenecks and build AI agents, reusable skills, and automated workflows that improve accuracy and save time. Key Responsibilities: - Identify manual steps, bottlenecks, and duplicate work in payroll and equity workflows - Build and maintain AI agents and reusable skills to help the team complete recurring tasks consistently - Create automations for payroll preparation, data validation, exception identification, reconciliation, and reporting - Improve data flows between Rippling, E*TRADE, spreadsheets, and related systems using integrations, APIs, scripts, or automation tools - Partner with payroll and equity managers to simplify workflows supporting equity events and payroll processing - Test solutions, evaluate AI outputs, and build clear exception handling and human review into sensitive workflows - Document solutions and train teammates to use and maintain them - Measure improvements through time saved, fewer manual steps, and increased accuracy and reliability About Opendoor: Opendoor's mission is to tilt the world in favor of homeowners and those who aim to become one. The company has built an end-to-end online experience for buying and selling homes, helping thousands of people and continuing to scale. Requirements: - Demonstrated experience creating AI agents and reusable skills, including instruction design, tool use, workflow orchestration, and evaluation, with examples of agents or automations you have delivered - Ability to connect systems and work with structured data using APIs, scripting, or automation platforms - Strong problem-solving skills and ability to take an operational improvement from discovery through implementation - Experience testing AI outputs, troubleshooting failures, and incorporating appropriate human review - Attention to detail and sound judgment when handling confidential information - Clear communication and effective cross-functional collaboration - Willingness to learn payroll and equity processes (prior payroll experience is not required) Bonus Qualifications: - Payroll experience, particularly US or Canadian payroll - Experience with Rippling or automating HR, payroll, or finance workflows - Familiarity with equity administration, including RSU vestings, option exercises, or ESPP purchases - Experience with reconciliations, accounting workflows, Google Workspace, or NetSuite

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