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Rippling is a unified HR, IT, and Finance platform that manages the entire employee lifecycle—payroll, expenses, benefits, computers, and third-party app integrations—in a single system. The company is based in San Francisco, has raised $1.4B+ from top-tier investors (Kleiner Perkins, Founders Fund, Sequoia, Greenoaks, Bedrock), and was named one of America's best startup employers by Forbes.
The US Tax Operations team resolves tax notices from the IRS and state agencies, and manages filings and payments work to prevent those notices. The team includes roughly 50 specialists organized under 7 managers and 2 pillar leads for notice resolution, plus 4 teams under a third pillar lead for filings, payments, and amendments.
The team has been given broad access to AI tooling, including Rippling's own AI platform, to speed up workflow building and automation. However, without a dedicated technical owner, many tools remain partially built with no reliable verification of accuracy or functionality. You will be hired as Systems Lead to bring engineering discipline to this effort: evaluate what's been built, fix or replace what doesn't work, and own the systems and data infrastructure the department runs on going forward.
Key responsibilities:
- Own the technical systems and data infrastructure behind US Tax Operations reporting, automation, and workflow tools
- Evaluate AI-assisted and automated tools currently being built informally across the team; decide what's accurate and durable versus what needs rebuilding
- Build dashboards, data pipelines, and reporting that give managers and leadership reliable, self-service visibility into volume, performance, and quality
- Partner directly with managers to identify where automation and AI tooling can reduce manual work, and build well-governed solutions instead of one-off scripts
- Bring technical standards and review discipline to an organization that hasn't had a dedicated technical owner before
Requirements:
- Hands-on proficiency in Python and SQL, with experience on a modern data platform such as Snowflake or Databricks
- Experience building dashboards and reporting with a BI tool such as Power BI or equivalent
- Comfortable evaluating and working with AI-assisted tooling and automation platforms (direct Rippling AI experience is a plus but not required)
- 3–6 years of relevant experience spanning project-level execution to technical build
- Ability to work independently, assess partially built tools critically, and bring a systems-thinking, engineering-minded approach to an operations environment
Nice to have:
- Experience in an operations, support, or shared-services environment
- Experience introducing technical standards or governance to a team that didn't previously have them
