Opendoor Logo

Opendoor

Payroll Systems & Automation Specialist

Posted 24 Days Ago
Be an Early Applicant
Hybrid
Toronto, ON, CAN
Entry level
Hybrid
Toronto, ON, CAN
Entry level

About Opendoor

At Opendoor our mission is to tilt the world in favor of homeowners and those who aim to become one. Homeownership matters. It's how people build wealth, stability, and community. It's how families put down roots, how neighborhoods strengthen, how the future gets built. We're building the modern system of homeownership giving people the freedom to buy and sell on their own terms. We’ve built an end-to-end online experience that has already helped thousands of people and we’re just getting started.

About the Role

Opendoor is looking for an AI and automation-forward analyst to help simplify and streamline our Payroll and Equity Operations. You’ll work directly with the team to identify opportunities and build AI agents, reusable skills, and automated workflows that save time and improve accuracy. This role requires solid, hands-on AI experience. Payroll or equity experience is a plus, but it is not required. Reporting to the Payroll Manager, you’ll partner with Payroll, Equity, Accounting, and the People team to turn operational challenges into practical, reliable solutions.

Your responsibilities will include:
  • Identify manual steps, bottlenecks, and duplicate work in payroll workflows.
  • Build and maintain AI agents and reusable skills that 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 the 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.
We're looking for teammates who have:
  • 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 the 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 Points:
  • 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.

Location
We're looking for team members who are enthusiastic about an in-office culture — people who want to build alongside others and not from a distance. This role is based in one of our talent hubs where we welcome everyone 5 days a week with the requirement of Mo, Tu, Th, Fri.
#LI-RS1

Similar Jobs

An Hour Ago
Hybrid
Toronto, ON, CAN
Senior level
Senior level
Cloud • Information Technology • Security • Software • Cybersecurity
Build and operate Cloudflare’s large-scale Kubernetes platform running on bare-metal Linux. Design resilient systems, support application teams, improve resource efficiency, harden infrastructure, and respond to platform incidents. The role combines software engineering with DevOps responsibilities, including production Kubernetes operations, Linux systems debugging, container networking, and contributions to open-source projects.
Top Skills: AnsibleArgo RolloutsArgocdBashCephClusterapiConsulContainer Network Interfaces (Cnis)ContourElasticsearchEnvoyEtcdGoIp NetworkingIptablesKibanaKubernetesKubevirtLinuxNftablesPrometheusRedisRookSaltstackTypescriptVault
An Hour Ago
Easy Apply
Remote or Hybrid
2 Locations
Easy Apply
Mid level
Mid level
Artificial Intelligence • Cloud • Computer Vision • Hardware • Internet of Things • Software
Manage end-to-end implementation and adoption of Samsara’s IoT solutions for mid-market customers. Responsibilities include creating launch plans, tracking implementation progress and account health, delivering product training, demonstrating technology, resolving challenges, and coordinating with Sales, Support, Sales Engineering, and Product. The role requires strong customer communication, consultative implementation skills, technical product experience, stakeholder management, and fluency in English and French.
Top Skills: Equipment MonitoringIotSaaSSamsara Connected Operations CloudVehicle Telematics
2 Hours Ago
In-Office
Toronto, ON, CAN
Entry level
Entry level
Cloud • Fintech • Food • Information Technology • Software • Hospitality
Build and scale Toast’s earnings platform, including tip pooling, redistribution, wage calculation, and earnings retrieval systems. Develop reliable backend services using event-driven architecture, participate in design through deployment, monitor and troubleshoot performance, test and debug code, conduct reviews, and collaborate with product and design. The role focuses on calculation correctness, scalability, and infrastructure that directly affects restaurant employee pay and product revenue.
Top Skills: Apache PulsarDynamoDBGrpcJavaKotlin

What you need to know about the Toronto Tech Scene

Although home to some of the biggest names in tech, including Google, Microsoft and Amazon, Toronto has established itself as one of the largest startup ecosystems in the world. And with over 2,000 startups — more than 30 percent of the country's total startups — Toronto continues to attract new businesses. Be it helping entrepreneurs manage their finances, simplifying business operations by automating payroll or assisting pharmaceutical companies in launching new drugs, the city's tech scene is just getting started.

Sign up now Access later

Create Free Account

Please log in or sign up to report this job.

Create Free Account