Director, HR Solutions

Leena AI

3d • $180,000 - $240,000

About The Position

Leena AI is hiring a techno-functional HR leader to turn deep HR operations experience into AI agents that solve complex enterprise workflows. The role focuses on payroll issues, time-card exceptions, benefits enrollment and life events, and job and compensation changes. The Director will own the domain for high-value HR agents, help tailor them to customer policies and systems, and represent Leena AI in customer and prospect conversations. The position reports directly to a co-founder.

The role is weighted toward building HR agents (about 50% of the time), tailoring them for customers (about 25%), and representing Leena AI in the market (about 25%). The Director will partner with Product, Engineering, delivery teams, customers, and Sales, and will help grow a new HR solutions practice as it scales.

Requirements

• 12+ years of experience in HR.
• At least 5 years leading HR operations, HR shared services, or payroll in a large enterprise with 5,000+ employees, or leading HR operations and payroll transformations for such enterprises at a consulting firm, payroll provider, or HCM implementation partner.
• Hands-on ownership of high-volume HR transactions, including payroll accuracy, time and attendance, benefits enrollment and life events, and job and compensation changes.
• Understanding of how HR, time, benefits, and payroll systems feed each other and where data breaks between them.
• Functional depth in platforms such as Workday, SAP SuccessFactors, Oracle HCM, UKG, or ADP, including understanding of their processes, data, and integrations; hands-on configuration is not required.
• Experience leading at least one HR technology implementation or HR transformation from design through go-live.
• Techno-functional ability to read process flows or API specifications conceptually, write structured requirements, and test whether systems behave as expected; coding is not required.
• Ability to size processes by volume, rework hours, and error cost, and make a case for automation.
• Working knowledge of US HR compliance, including FLSA and overtime, multi-state wage, hour and tax rules, FMLA, ACA, and ERISA.
• Executive presence with CHRO-level audiences, including the ability to run workshops, present a vision, and handle skeptical questions.
• Curiosity about AI, experience using generative AI tools, and a point of view on where they are useful.

Nice To Haves

• Experience with organizations operating several HR, time, benefits, and payroll vendors side by side.
• Global HR operations or payroll experience across multiple countries.
• Experience at a payroll provider, benefits administrator, HCM implementation partner, or HR transformation consulting practice.
• Hands-on experience with HR automation tools such as 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 HR's connections with IT and Finance, such as access changes on job moves and payroll-to-general-ledger posting.

Responsibilities

• Own the domain for agents handling payroll issues, time-card exceptions, benefits enrollment and life events, and job and compensation changes.
• Ensure agents follow customer policies, handle transactions correctly across HR systems, and hand off to humans at appropriate points.
• Design ways for agents to detect HR operations problems early and route them to the right people for resolution.
• Design end-to-end agent workflows to investigate employee issues across systems, identify root causes, route fixes for approval, and explain outcomes to employees.
• Define HR operations edge cases for agent behavior, including retro pay, overtime and shift rules, multi-state taxes, mid-year life events, retroactive job changes, and mid-period terminations.
• Identify where customer issues and costs concentrate, and build business cases for agents using measures such as volume, rework hours, and cost per error.
• Create realistic test scenarios and review agent behavior for domain correctness before customer release.
• Co-own the agent roadmap with Product and measure outcomes such as errors caught before reaching employees, rework hours saved, and time to resolve employee issues.
• Join customer implementation calls and translate HR policies, pay rules, union agreements, and system setups into configurable agent behavior.
• Advise customer HR leaders on process redesign, rollout, and change management; address escalations about whether the agent is following the HR process correctly.
• Bring customer and field learnings back into the product.
• Join discovery and demo calls with CHROs, payroll, HR operations, and HRIS leaders.
• Run process deep-dive workshops with prospects and build ROI cases for agents.
• Own functional HR answers in RFPs.
• Represent Leena AI through webinars, customer advisory boards, analyst briefings, and content about AI's impact on HR operations.
• Help define and grow Leena AI's HR solutions practice as it scales.

Benefits

• Opportunity to build a new practice and grow a team as the practice scales.
• Opportunity to turn personal HR operations experience into product capabilities used by enterprise customers.
• Work across Product, Engineering, customers, and Sales, with the role reporting directly to a co-founder.

What This Job Offers

• Job Type: Full-time
• Career Level: Director
• Education Level: No Education Listed