HR Technology & Operations Lead

Insurify•Cambridge, MA

About The Position

We’re looking for a HR Technology & Operations Lead to build and scale the backbone of our People & Culture function. This role owns the systems, processes, and data that power the employee lifecycle, ensuring our HR infrastructure is accurate, efficient, and built to scale. This role is foundational to how our People function operates and scales. We’re looking for someone who brings structure to complexity, is systems-minded and comfortable with data, and understanding how processes work in practice for people. You’ll lead our HR technology strategy (including Rippling, Greenhouse,etc.), build and evolve HR operations, compliance, and analytics, and oversee payroll and benefits through a team member. This is a hands-on role with broad scope and visibility, blending strategy and execution to build scalable systems, strong processes, and enable us to better use our people data to inform decisions.

Requirements

5-7+ years of experience in HR operations, HR systems (HRIS), or people operations roles, ideally in a scaling or fast-moving environment
Strong experience with HR technology (e.g., Rippling, Greenhouse), including implementation, integrations, and building the operational infrastructure that supports them
Comfortable owning both strategy and execution—you like building things and getting into the details
Experience creating or improving HR processes and systems that scale, with ownership from design through execution
Strong understanding of HR data, with the ability to turn it into clear, useful insights
Familiarity with HR compliance and US employment law as it relates to HR operations
Experience working with or overseeing payroll and benefits
High attention to detail, with a strong sense of ownership over accuracy, quality, and data integrity across tools and processes
Practical and solutions-oriented, with the ability to simplify complex problems

Nice To Haves

Experience with compensation programs and related data (e.g., benchmarking, salary reviews) is a plus

Responsibilities

Own and evolve our HR systems (e.g., Rippling, Greenhouse), including configuration, integrations, and ongoing improvements to how they support the business
Connect and integrate data across systems, ensuring information flows seamlessly and is consolidated into a single, reliable source of truth
Build and scale HR operations across the employee lifecycle, creating simple, effective processes that are easy to use and built to grow with us
Ensure our data is accurate, connected, and useful—building dashboards, reporting, and insights that help leaders understand trends and make better decisions
Lead the migration and integration of historical and current data across systems, helping create a single, reliable source of truth
Identify gaps or inefficiencies in how we operate, and design practical solutions that improve both accuracy and employee experience
Own and strengthen our approach to HR compliance, ensuring our processes and systems meet legal requirements and are audit-ready
Oversee payroll and benefits through a dedicated team member, supporting their growth and development while ensuring these programs run smoothly and effectively
Partner closely with People, Finance, IT, and business leaders to connect systems, improve workflows, and support company growth
Balance long-term thinking with day-to-day execution, stepping in wherever needed to move work forward
Provide structure, prioritization, and support across the broader HR operations space, even when work is distributed