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Senior Staff Engineer - Tax Platform Engineering

United States - Chicago, IL - Remote💼 Full-time💰 $223,000–$223,000🗓 2026-07-09 → 2026-07-31

Core

Designing, building, and testing the platform that supports tax compliance for millions of people, including scaling Ruby/Rails and TypeScript/React applications and integrating agentic AI for tax concepts.

Role type

Senior Staff Engineer (Tax Platform Engineering)

Builds

Core platform capabilities for payroll tax compliance, extensibility, scalability, and AI-driven tax interactions.

Domain

Fintech / Payroll / Tax Compliance

Deliverable

production ML models | product features | infrastructure

Required skills

Distributed systems design, large-scale production code architecture, legacy system refactoring, technical strategy & roadmap ownership, incident response & reliability engineering, team mentorship, complex problem simplification, regulated domain experience.

Preferred skills

Payroll/Taxes/Compliance domain expertise, Ruby on Rails, TypeScript, React, AI/LLM tooling fluency.

Technologies

Ruby, Rails, TypeScript, React, LLMs, Agents

Responsibilities

Design, build, and test the platform supporting tax compliance for millions; Help scale one of the largest Ruby/Rails and TypeScript/React applications; Collaborate on complex problems with cross-functional teams; Build guardrails enabling safe agentic AI interaction with tax concepts; Own and drive technical strategy and roadmap; Identify and prioritize long-term investments in foundational systems; Lead improvements to incident response processes; Mentor and develop engineers.

Seniority

Senior Staff, hands-on IC with strategic influence and mentorship

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