[Hiring] Director, HR Solutions @Leena AI

Role Description

We're hiring a techno-functional HR leader who has run HR operations at scale — payroll, time, benefits and employee changes — and wants to turn that experience into AI Colleagues that solve real HR operations problems, not just answer questions. You'll report directly to a co-founder of Leena AI.

You'll wear three hats, in this order of priority:

• Build: Own the domain for our high-value HR operations agents. Make sure they get transactions right, follow each customer's policies and hand off to humans at the right moments.
• Deliver: Join customer implementations when an agent needs to be tailored to a customer's policies, pay and time rules, or system setup.
• Represent: Join pre-sales conversations with CHROs, payroll and HR operations leaders, so buyers see that Leena AI brings industry expertise, not only technology. There is no sales quota.

What you'll do:

• Build high-value HR agents (about 50% of your time):
  • Own the domain for agents that handle high-stakes HR operations work: payroll issues, time card exceptions, benefits enrollment and life events, and job and compensation changes.
  • Follow the chain across systems. A promotion, transfer or status change has to land correctly in pay, time rules and benefits eligibility.
  • Design how agents catch problems early — missing punches, unapproved timecards, late pay-rate changes, benefit deduction mismatches, eligibility gaps.
  • Design how agents resolve issues end to end — investigate across systems, find the root cause, route the fix for approval, and explain the outcome to the employee.
  • Define the edge cases engineers won't know exist: retro pay, overtime and shift rules, multi-state taxes, mid-year life events, retroactive job changes, mid-period terminations.
  • Find where issues and cost concentrate at each customer — volume, rework hours, cost per error — and build the business case for each agent.
  • Build realistic test scenarios and review agent behavior for domain correctness before it reaches customers.
  • Co-own the roadmap with Product. Measure what buyers care about: errors caught before they reach employees, rework hours saved, time to resolve an employee issue.
• Tailor agents for customers (about 25%):
  • Join implementation calls when a customer's HR policies or processes need the agent designed around them.
  • Translate a customer's HR policies, pay rules, union agreements and system setup into agent behavior the delivery team can configure.
  • Advise customer HR leaders on process redesign, rollout and change management.
  • Step in on escalations where the question is "is the agent doing the HR process right?"
  • Bring field learnings back into the product so the next customer gets them by default.
• Represent Leena AI in the market (about 25%):
  • Join discovery and demo calls with CHROs, payroll, HR operations and HRIS leaders, and speak their language.
  • Run process deep-dive workshops with prospects and build the ROI case for each agent.
  • Own the functional HR answers in RFPs.
  • Be an external voice: webinars, customer advisory boards, analyst briefings and content on where AI changes HR operations.

Qualifications

• 12+ years in HR, including 5+ years leading HR operations, HR shared services or payroll in a large enterprise (5,000+ employees).
• Hands-on ownership of high-volume HR transactions — payroll accuracy, time and attendance, benefits enrollment and life events, job and compensation changes.
• Systems know-how across the HR stack: how HR, time, benefits and payroll systems feed each other, and where data breaks between them.
• You've led at least one HR technology implementation or HR transformation from design through go-live.
• Techno-functional comfort: you can read a process flow or an API spec at a conceptual level, write structured requirements, and test whether a system does what it should.
• Business sense: you can size a process by volume, rework hours and error cost, and make the case for automating it.
• Working knowledge of US HR compliance — FLSA and overtime, multi-state wage, hour and tax rules, FMLA, ACA and ERISA.
• Executive presence with CHRO-level audiences: you can run a workshop, present a vision and handle skeptical questions.
• Curiosity about AI — you've used generative AI tools and have a view on where they help and where they don't.

Nice to have

• Experience with organizations running several HR, time, benefits and payroll vendors side by side.
• Global HR operations or payroll experience across multiple countries.
• Time at a payroll provider, benefits administrator, HCM implementation partner or an HR transformation practice at a consulting firm.
• Hands-on with HR automation: ServiceNow HR Service Delivery, Workday Extend or Studio, RPA or workflow tools.
• Certifications such as CPP (Certified Payroll Professional), CEBS, SHRM-SCP or Workday Pro.
• Exposure to where HR meets IT and Finance — access changes on job moves, payroll-to-general-ledger posting.

Why this role

• Build a new practice. You'll define how Leena AI's HR agents handle payroll, time, benefits and job changes, and grow a team as the practice scales.
• Your experience becomes the product. The edge cases you've fixed by hand become the rules our agents follow at enterprise customers.
• Work across the whole company. Product, Engineering, customers and Sales all rely on your judgment, and you report directly to a co-founder.