RipplingVerified Job Source

Staff Software Engineer - Payroll AI

Toronto, ON
Hybrid
Posted Jul 3, 2026
1 position

US$189,000–US$315,000 / year

Opens an external site

Employment type: Full-time
Experience level: Lead · 10+ years
Posting language: English
Working hours: 40 hours per week
Office presence: 3 days per week

Job summary

Architect and build a radically automated, AI-native onboarding engine for global payroll infrastructure. Design scalable platform workflows that allow for rapid expansion into new international markets while ensuring mathematical and compliance accuracy.

Job details

ABOUT THE ROLE Rippling processes over $40 Billion in payroll annually across 83 countries and the Payroll Onboarding team sits at the absolute centre of this global engine. Every time a new business joins Rippling, our systems are what get them up, running, and compliant. We are hiring Staff Engineers to redefine how global payroll infrastructure scales. Our mission is to move away from heavy, manual implementation and build a radically automated, self-serve onboarding engine. Right now, that means we are building AI-native onboarding experiences leveraging LLMs to conversationally guide users through dense, regional tax and payroll configurations, while pairing them with deterministic backend systems to guarantee flawless data precision. Crucially, we aren't just building for today's footprint. We are building the architectural blueprint that accelerates Rippling’s expansion into new countries. You will design systems that allow our country expansion teams to spin up payroll in a new market in a fraction of the time, abstracting away local compliance complexities into clean, reusable platform workflows. WHAT YOU WILL DO * Architect for Global Expansion: Design and build platform infrastructure that empowers country expansion teams to deploy Rippling Payroll into new international markets with minimal friction. * AI-Driven Workflows: Merge LLMs with rigid, deterministic code. You will build conversational setup experiences that feel human but execute with 100% mathematical and compliance accuracy. * Deconstruct Complexity: Translate massive, messy regulatory frameworks and payroll setup flows across dozens of jurisdictions into clean, elegant backend systems and seamless product UX. * Scale the Platform: Own core pieces of a massive transactional system, optimizing for scale, high availability, and bulletproof data integrity. ADDITIONAL INFORMATION Rippling is an equal opportunity employer. We are committed to building a diverse and inclusive workforce and do not discriminate based on race, religion, color, national origin, ancestry, physical disability, mental disability, medical condition, genetic information, marital status, sex, gender, gender identity, gender expression, age, sexual orientation, veteran or military status, or any other legally protected characteristics, Rippling is committed to providing reasonable accommodations for candidates with disabilities who need assistance during the hiring process. To request a reasonable accommodation, please email accommodations@rippling.com Rippling highly values having employees working in-office to foster a collaborative work environment and company culture. For office-based employees (employees who live within a defined radius of a Rippling office), Rippling considers working in the office, at least three days a week under current policy, to be an essential function of the employee's role. This role will receive a competitive salary + benefits + equity. The salary for US-based employees will be aligned with one of the ranges below based on location; see which tier applies to your location here [https://www.rippling.com/pay-transparency]. A variety of factors are considered when determining someone’s compensation–including a candidate’s professional background, experience, and location. Final offer amounts may vary from the amounts listed below.

What you’ll do

Requirements

Seeking a Staff Engineer capable of merging LLMs with deterministic backend systems to handle complex regulatory frameworks. Must be able to own core pieces of a massive transactional system optimizing for scale and data integrity.