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HR Tech, FinTech, SaaS, Software

Director of Engineering, HRIS Core Flows

San Francisco, CAHybridFull TimeDirector$216,000–$378,000 /yrPosted 2 months agoVisa sponsorship available

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Required skills

  • Director of Engineering
  • HRIS Core Flows
  • employee transitions
  • employee terminations
  • AI-assisted HR workflow
  • agentic HRBP
  • workflow orchestration
  • enterprise scale
  • performance
  • availability

Nice to have

  • AI agents
  • AI-assisted workflows
  • decision automation
  • intelligent enterprise products
  • HR
  • payroll

Role summary

Rippling is seeking an Engineering Director to lead a 15-person organization responsible for HRIS core flows, including employee transitions, terminations, and AI-assisted HR workflows. This role involves defining product and technical strategy to make these high-stakes employee lifecycle processes faster, more reliable, and scalable for enterprise clients. The director will focus on transforming manual processes into agentic ones, ensuring enterprise readiness, and building a durable, high-performing team. Key responsibilities include developing AI-driven solutions, enhancing system reliability and auditability, and modernizing architecture while delivering customer-facing improvements. The ideal candidate has experience as an Engineering Director overseeing multi-team organizations, managing through leaders, and owning complex workflow-heavy products.

About the role

Rippling HRIS is the system of record for employee and organization data and the control plane for the workflows that change it. We’re looking for an Engineering Director to lead the teams responsible for employee transitions, employee terminations, and a new AI-assisted HR workflow charter.

In this role, you will lead a 15-person organization focused on making high-stakes employee lifecycle workflows faster, more reliable, and easier to operate at enterprise scale. You will define the product and technical strategy for AI-assisted workflows that help customers understand employee-change requests, gather missing information, coordinate approvals, and execute approved changes with transparency, human oversight, and auditability.

Why this role exists

  • Manual to agentic: Employee lifecycle workflows should do more of the work. Today, many processes still depend on an admin knowing the right sequence, collecting context, coordinating stakeholders, and following through manually. The opportunity is to make the product an intelligent partner while preserving human judgment, transparency, and control.
  • High-stakes product surface: Transition and termination flows touch some of the most consequential employee changes and have downstream effects across HR, payroll, benefits, IT, and finance. The product must make complex cases feel simple without hiding the underlying controls.
  • Enterprise readiness: Large enterprises bring deeper hierarchies, more policies, fine-grained permissions, global variation, larger bulk operations, and more integrations. The system needs predictable performance, reliability, correctness, and auditability as those dimensions compound.
  • Unified leadership: A combined 15-person team needs one leader accountable for the product strategy, technical direction, org design, talent bar, and cross-functional operating model across the full charter.

What you will do

1. Transform employee lifecycle workflows from manual to agentic

  • Define the product and technical strategy for an Agentic HRBP that helps customers reason about, prepare, approve, and execute employee changes.
  • Move beyond a conversational front end: connect agents to durable workflow execution, company policy, employee context, permissions, approvals, and observable outcomes.
  • Establish the trust model for high-stakes actions, including clear user intent, human checkpoints where appropriate, explainability, safe failure modes, and complete audit trails.
  • Create a reusable approach that accelerates new agentic use cases instead of producing one-off demos or brittle automations.

2. Reach enterprise scale

  • Make Transition & Termination dependable for large, complex companies across organization structures, employment types, countries, policies, and connected systems.
  • Raise the bar for performance, availability, correctness, bulk operations, observability, and recovery across synchronous and asynchronous work.
  • Partner directly with enterprise customers and go-to-market teams to identify the cases that break at scale and translate them into a durable product and platform roadmap.
  • Modernize the underlying architecture while continuing to deliver customer-facing improvements; sequence the work so the transformation creates leverage rather than a prolonged rewrite.

3. Build a durable organization

  • Lead and develop a combined 15-person team, including managers, senior ICs, and emerging leaders as the organization evolves.
  • Clarify ownership, decision rights, quality bars, and operating rhythms across the Transition & Termination and Agentic HRBP charters.
  • Hire and retain exceptional talent, raise the leadership bench, and create an environment where product, design, data, AI, and engineering operate as one team.
  • Represent the charter in company-level planning and make clear trade-offs across near-term customer commitments, foundational investments, and long-term bets.

What you will need

  • Experience as an Engineering Director or equivalent leader overseeing a multi-team product engineering organization.
  • Experience leading through managers and senior technical leaders, with a track record of developing leadership capacity rather than becoming the decision bottleneck.
  • Experience owning high-stakes, workflow-heavy products or platforms where correctness, permissions, policy, auditability, and integrations matter.
  • Experience scaling products for complex enterprise customers, including operational edge cases and cross-functional dependencies.
  • Strong product judgment and technical depth, including the ability to evaluate architecture, sequencing, migration risk, and platform investment trade-offs.
  • Experience delivering a major product or system transformation while continuing to ship customer-facing improvements.
  • Experience with AI agents, AI-assisted workflows, decision automation, workflow orchestration, or intelligent enterprise products.
  • Experience with HR, payroll, benefits, IT, identity, finance, compliance, or other employee-system domains.
  • Experience with global products that must support country-specific policies, permissions, localization, and audit requirements.
  • Experience building platforms for bulk operations, asynchronous workflows, observability, and recovery.

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.

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.

The pay range for this role is:

216,000 - 378,000 USD per year (US Tier 1)

Sample Rippling interview questions

  • 1

    Design a Reservation System for Airbnb

    system designhard
  • 2

    Merge a New Interval Merge a new interval into a list of non-overlapping intervals. Input: intervals = [[1,2],[3,5],[6,7],[8,10],[12,16]], newInterval = [4,8] Output: [[1,2],[3,10],[12,16]] Explanation: The new interval overlaps with [3,5], [6,7], and [8,10], merging them all into the unified block [3,10].

    codingmedium
  • 3

    Valid Word Abbreviation Determine if a string matches a valid word abbreviation. Input: word = "apple", abbr = "a2e" Output: FALSE Explanation: The abbreviation claims exactly 2 characters are skipped between 'a' and 'e', but "ppl" is actually 3 characters long.

    codingmedium
  • 4

    Clone an Undirected Graph Clone an undirected graph. Input: adjList = [[]] Output: [[]] Explanation: Creates a new, deeply cloned graph containing only one single node with zero connected neighbors.

    codingmedium
  • 5

    Split Array into Consecutive Subsequences Split an array into consecutive subsequences. Input: nums = [1,2,3,4,4,5] Output: FALSE Explanation: The numbers can form [1,2,3,4], but the remaining leftover group [4,5] is too short to form a valid sequence of length 3.

    codingmedium

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