Singapore Payroll Product and Market Analyst (Contract)

About Rippling
Rippling gives businesses one place to run HR, IT, and Finance. It brings together all of the workforce systems that are normally scattered across a company, like payroll, expenses, benefits, and computers. For the first time ever, you can manage and automate every part of the employee lifecycle in a single system.

Take onboarding, for example. With Rippling, you can hire a new employee anywhere in the world and set up their payroll, corporate card, computer, benefits, and even third-party apps like Slack and Microsoft 365—all within 90 seconds.

Based in San Francisco, CA, Rippling has raised $1.4B+ from the world’s top investors—including Kleiner Perkins, Founders Fund, Sequoia, Greenoaks, and Bedrock—and was named one of America's best startup employers by Forbes.

We prioritize candidate safety. Please be aware that all official communication will only be sent from @ Rippling.com addresses.

About the role
Product localization and compliance are essential differentiators for Rippling. We are optimizing our payroll solution for the Singapore market and are seeking a highly specialized Singapore Payroll Expert for a 45 to 60 day contract.
In this role, you will be responsible for auditing our compliance mechanics, validating our calculation engines against real-world scenarios, and conducting a targeted functional benchmark against the market’s top competitors. This is a purely execution-focused, highly technical product and compliance assignment where you will directly influence how our payroll engine handles complex Singaporean statutory and operational workflows.
Location: Singapore (Remote)
Contract Duration: 45 – 60 days
Budget: SGD 15K Project Fee
What you will do
Conduct a Targeted Competitive Functionality Study: Perform a deep-dive, feature-by-feature comparison of Rippling against ~2 top competing payroll solutions in the Singapore downmarket segment (20 to 1,000 employees), such as i-Admin, Talenox, Payboy, or JustLogin.
Map End-to-End Workflows: Analyze and compare specific product functionality across employee onboarding, standard payruns, hourly worker payruns, termination runs, CPF filings, year-end filings (IR8A, etc.), off-cycle runs, foreign worker support/levies, and integrated Time & Attendance/Leave logic.
Execute Compliance & Gap Analysis Audits: Review Rippling’s current Singapore payroll product architecture—including onboarding flows, payout generation mechanisms, and statutory filing outputs—to identify, document, and prioritize compliance gaps against MOM, CPF Board, and IRAS regulations.
Audit Payroll Calculations: Verify the mathematical and statutory correctness of existing customer data and live payroll calculations within the Rippling engine.
Build a Test Case Infrastructure: Establish a robust, comprehensive library of test cases capturing edge cases, unique variables, and standard Singapore payroll scenarios to bulletproof the calculation engine.
What you will need
Deep Domain Expertise: Proven track record as a Payroll Implementation Consultant who has successfully led 100+ payroll implementation projects in Singapore, OR as a Payroll Compliance Expert with a deep understanding of software calculation logic OR a product manager having worked on Singapore payroll softwares with deep understanding of Singapore payroll compliances
Granular Statutory Knowledge: Exemplary, up-to-date knowledge of Singapore labor laws, MOM regulations, CPF contributions, and IRAS tax requirements.
Platform Familiarity: Hands-on experience working directly with or implementing top-tier Singapore payroll systems (e.g., i-Admin, Talenox, JustLogin, Payboy).
Execution & Autonomy: Highly self-motivated, detail-attentive, and action-driven with the ability to build test case libraries from scratch and deliver structured documentation within a strict 45-60 day window.
Analytical Mindset: An analytical thinker who focuses on system architecture and product mechanics rather than high-level consulting frameworks or routine payroll administration.