People Operations Generalist

About Bennie

Bennie is an employee benefits services and technology firm that helps companies create a healthier workplace. Bennie provides services and technology that are beyond what growing companies typically receive, yet exactly what they need. Bennie is headquartered in Stamford, CT, and is a remote-first company with employees across the U.S.

Core Values at Bennie

As an organization, we value our team members who are Optimistic, Accountable, Thoughtful, and Healthy. We believe these values, known as our O.A.T.H., are essential for our collective success. The ideal candidate for this role will embody these values by:

• Maintaining a positive attitude throughout our journey of building our company.
• Being responsible for the quality of their work and for meeting their goals.
• Respecting our differences and looking out for one another.
• Believing in living complete lives that balance our work and personal time.

About the Role

As our first dedicated People Operations Generalist, you will serve as the engine of Bennie’s employee experience and operational foundation. Because our platform and services directly empower HR leaders every day, our internal People team sets the standard for what modern, empathetic, and tech-driven People Operations should look like.

In this role, you will balance operational execution with high emotional intelligence (EQ). You will combine data, facts, and AI-driven workflows with a deeply human-centric approach to support our team across the entire employee lifecycle. Reporting directly to the VP of People, you’ll help build, scale, and refine the programs that keep Bennie an exceptional place to work.

Responsibilities include:

• Employee Lifecycle & Onboarding Operations
• Manage HRIS data integrity, maintaining accurate employee records and lifecycle status changes
• Map, document, and maintain clear standard operating procedures and employee handbooks across all People Operations
• Identify operational bottlenecks and implement modern automations and AI workflows to help streamline daily operational HR tasks
• Support the administration of Bennie’s total rewards, policies, and wellness initiatives in alignment with our remote first culture
• Ensure strict operational compliance with federal, state, and local employment laws, multi-state remote work guidelines, and documentation standards
• Embody Bennie’s O.A.T.H. values by helping champion internal culture initiatives, peer recognition programs, and remote team connection

Requirements:

• 3-5 years of equivalent practical experience in a multi-state, remote environment
• Technical Skills: Hands on experience managing modern HR tech stacks such as Rippling and La...