Head of People Ops & Scalable Systems

Dadi Inc (acquired by Ro)

New York (NY)

Hybrid

USD 202,000 - 263,000

Full time

14 days+
Application generator

Get a reply from this employer — a resume and cover letter tailored to exactly what they’re hiring for.

Get past ATS filters

Benefits offered by this job

Medical, dental, and vision insurance
401(k) with company match
Flexible PTO
Wellbeing & Learning reimbursements
Paid parental leave
Fertility benefits
Pet insurance
Student loan refinancing
AI-enabled resources

Job summary

Ro is seeking a Senior Director, People Operations to lead and scale the systems, programs, and operational infrastructure powering an outstanding employee experience. You will oversee HR systems, analytics, benefits, leave administration, compliance, and lifecycle operations while partnering across People, Finance, IT, Legal, and the broader business.

This role requires a track record of scaling People infrastructure in fast-growth tech environments and applying AI to improve efficiency and

Qualifications

  • 10–15+ years in People Operations, HR Operations, or related functions with leadership in high-growth environments.
  • Deep expertise in HR systems, people analytics, workforce reporting, automation, and process design.
  • Experience scaling People infrastructure and service delivery in tech-driven organizations.
  • Demonstrated ability to apply AI, automation, and emerging technologies to improve efficiency.
  • Strong knowledge of benefits administration, leave management, and multi-state HR compliance.

Responsibilities

  • Set the strategy and vision for People Operations, including HR systems, people analytics, workforce insights, and benefits administration.
  • Build and evolve analytics capabilities, dashboards, and decision-support tools for leadership.
  • Own and optimize People systems and workflows for scalability and data integrity.
  • Develop scalable People processes and service delivery models across the organization.
  • Improve efficiency and employee experience through automation, AI-enabled workflows, and process improvements.
  • Embed AI and emerging tech into People Operations workflows to enhance scalability and service quality.
  • Partner with Finance, IT, Legal, and People to support workforce planning, compensation operations, and health metrics.
  • Oversee benefits and leave administration, ensuring compliance with federal/state/local regulations.
  • Ensure governance and controls across People systems and data management practices.
  • Lead and modernize employee support operations with self-service and knowledge management.
  • Drive lifecycle excellence from onboarding to internal mobility and offboarding.
  • Apply product management and service design to employee programs and workflows.

Skills

People Operations
HR systems
People analytics
Workflow automation
Operational process design
AI adoption
Change management
Data-driven decision making

Job description

Ro is seeking a Senior Director, People Operations to lead and scale the systems, programs, and operational infrastructure powering an outstanding employee experience. You will oversee HR systems, analytics, benefits, leave administration, compliance, and lifecycle operations while partnering across People, Finance, IT, Legal, and the broader business.

This role requires a track record of scaling People infrastructure in fast-growth tech environments and applying AI to improve efficiency and

Get your free, confidential resume review.
or drag and drop your file here.
Similar jobs

Similar jobs worth comparing

HR Operations Lead: Build Scalable People Systems
HR Operations Lead: Build Scalable People Systems

crewAI • United States

On-site
USD 110,000 - 150,000
Competitive salary & equity
Remote-friendly culture
Professional development budget
+2
HR Operations Lead: Build Scalable People Systems
HR Operations Lead: Build Scalable People Systems

CrewAI, Inc. • Northern (KY)

Hybrid
USD 90,000 - 150,000
Equity
Remote-friendly culture
Development budget
+1
People Tech & Analytics Lead — AI, Systems & Insights
People Tech & Analytics Lead — AI, Systems & Insights

Dadi Inc (acquired by Ro) • New York (NY)

Hybrid
USD 131,000 - 188,000
Full medical, dental, and vision
OneMedical membership
401(k) with company match
+6
People Technology & Analytics Leader
People Technology & Analytics Leader

Ro • New York (NY)

Hybrid
USD 115,000 - 146,000
Full medical, dental, and vision insurance
401(k) with company match
Flexible PTO
+2
Senior People Ops Architect — AI, Automation & Global HR
Senior People Ops Architect — AI, Automation & Global HR

Scale Computing • Indianapolis (IN)

On-site
USD 90,000 - 130,000
AI-Driven Senior People Operations Leader
AI-Driven Senior People Operations Leader

Scale Computing INC • Indianapolis (IN)

On-site
USD 110,000 - 150,000
People Ops Lead — Scale, Compliance & Systems
People Ops Lead — Scale, Compliance & Systems

SupportFinity™ • San Francisco (CA)

On-site
USD 180,000 - 230,000
Equity
Medical, Dental, Vision 100% coverage
Generous PTO including Winter Break
+3
Senior Director, People Operations
Senior Director, People Operations

Dadi Inc (acquired by Ro) • New York (NY)

Hybrid
USD 202,000 - 263,000
Medical, dental, and vision insurance
401(k) with company match
Flexible PTO
+6
Senior People Operations Architect
Senior People Operations Architect

Scale Computing, Inc. • Indianapolis (IN), Northern (KY)

Hybrid
USD 95,000 - 140,000
Head of People Ops & Data Infrastructure
Head of People Ops & Data Infrastructure

ShopMy • New York (NY)

On-site
USD 140,000 - 175,000
Medical & Dental Coverage 70%
Equity in ShopMy
Flexible PTO
+10