---
title: 'People Operations Generalist at Bennie'
canonical: 'https://feeny.ai/job/people-operations-generalist-bennie-remote-2q25q1dd0gtc'
type: 'job'
last_seen: '2026-10-12'
---

# People Operations Generalist at Bennie

- **Company:** Bennie
- **Location:** Remote
- **Work type:** remote
- **Posted:** 2026-08-11
- **Last confirmed live:** 2026-10-12
- **Apply:** https://job-boards.greenhouse.io/bennie/jobs/4723219005

## Job description

## About Bennie

Bennie ([www.bennie.com](http://www.bennie.com)) 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 has built the ultimate benefits platform that connects disparate systems across the benefits supply chain to deliver a complete experience for employees, employers, and partners. Bennie’s technology, benefit plans, and service model are designed to enable employers and their employees to experience best-in-class outcomes that reduce overall health plan costs. Bennie’s team members use the platform and its data to supplement their market knowledge and bring innovative solutions to Bennie’s customers.

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.

Reporting to: VP, People

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 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 Lattice. Comfortable using modern AI productivity tools (e.g. Gemini) to automate workflows, draft communications, and optimize operational workflows.
- Multi-State Compliance & Labor Laws: Practical knowledge of federal, state, and local employment laws (FMLA, ADA, FLSA) and multi-state compliance considerations for a remote workforce.
- Soft Skills: Clear and thoughtful communication skills, strong problem-solving abilities, ability to work independently and as part of a remote team, adaptability and solution-building, data-informed decision-making.
- Location: Ability to work remotely from anywhere within the United States.

Nice to Have:

- HR Industry or Benefits Knowledge: prior experience within an HR-tech, employee benefits, or SaaS platform environment (bonus points for understanding benefits brokerages)
- HR Certification SHRM-SP, PHR, or equivalent
- Project Management Experience: Familiarity with lightweight project management tools (e.g., Jira, Monday.com)

Compensation & Benefits:

We offer a competitive salary for this fully remote position, commensurate with experience and qualifications. The estimated annual salary range for this role is USD65,000 to USD80,000*.

*Final offer amounts are determined by multiple factors including candidate experience and expertise and may vary from the amounts listed above.

Please note that the compensation details listed above reflect the base salary only, and do not include incentive pay, equity, or benefits. Bennie offers a total rewards package that includes stock options and employee benefits for full-time employees.

Our total rewards package includes the following:

- Flexible Time Off: We have a flexible vacation policy and offer paid company holidays
- Remote-first environment: Bennie is 100% remote (must be based in the US)
- Comprehensive Medical Benefits
- Stock Options: All full-time employees are granted stock options
- Remote Work Stipend: A $1,000 WFH Stipend
- Paid Parental & Bonding Leave
- Employee Referral Bonus Program

Bennie is an Equal Opportunity Employer

Bennie is an Equal Opportunity Employer. We celebrate diversity and are committed to creating an inclusive environment for all employees. All qualified applicants will receive consideration for employment without regard to race, color, religion, sex, sexual orientation, gender identity, national origin, disability, or veteran status.

## About Bennie

## Company Overview
- **One-liner**: Bennie is a modern employee benefits brokerage and platform that helps companies design, manage, and administer cost-effective health and wellness benefits through a top-rated app.
- **Entity Type**: Private (Seed stage)
- **Headquarters**: New York, NY, USA
- **Founded**: 2020
- **Founders**: Brett Davis (CEO)

## Core Business
- **Primary industry/industries**: Employee Benefits Brokerage, HR Technology, Health Insurance
- **Target customers**: B2B, serving employers of all sizes (SMB to Enterprise) across multiple industries and regions
- **Mission or purpose statement**: "Helping companies create a healthier workplace and build a better world." The company has pledged 1% of its equity to supporting community and health-related causes.

## Products & Services
- **[Bennie Platform/App]**: A SaaS-based mobile and web application that allows employees to view ID cards, search for in-network doctors, explore costs, and chat with a healthcare concierge ("Ask Bennie"). It consolidates all benefits information in one place.
- **[Bennie Brokerage]**: A full-service employee benefits brokerage that helps employers select, negotiate, and manage benefits packages (Medical, Dental, Vision, 401(k), etc.) with access to 80+ marketplace vendor partners.
- **[Ask Bennie (Concierge)]**: A healthcare concierge service that helps employees with questions about claims, coverage, enrollment, and more, saving an average of 45 minutes per employee inquiry.
- **[Better Health Plan]**: A member service team assisting HR leaders and employees across the US.

## Market Standing
- **Valuation/Market Cap**: Not publicly available (private company)
- **Key Metric**: Raised a **$33 million Seed round** (notable as a very large seed round)
- **Notable Investors/Partners**: Not disclosed in the seed round announcement, but the company works with over 176 insurance carriers and administrators, and has 80+ marketplace vendor partners.
- **Growth Signals**: 
  - Named one of **TIME’s America’s Top WorkTech Companies of 2026** [bennie.com](https://www.bennie.com/)
  - Supports **100k+ members**
  - Reports a **98% employee satisfaction rate**
  - Growing team (currently 6 open roles on Greenhouse, including Staff Software Engineer)
  - Led by a team with deep experience from Cigna, Namely, Ro, Willis, Mercer, and Home Depot

## Competitive Advantages
- **Modern All-in-One Solution**: Combines a traditional brokerage with a modern, high-rated app, bridging the gap between legacy benefits admin and employee expectations.
- **High Employee Satisfaction**: A 98% satisfaction rate among its own employees signals a strong culture that may translate to product empathy.
- **Deep Industry Expertise**: Leadership team brings decades of experience from top insurance carriers (Cigna) and leading HR tech platforms (Namely, Ro).
- **Proven Efficiency**: The "Ask Bennie" concierge saves employees 45 minutes per inquiry, a tangible productivity metric.
- **Licensed Nationwide**: Licensed as a benefits broker across the US, allowing for broad market reach.

## Strategic Focus
- **Scaling the Platform**: With $33M in seed funding, the company is likely focused on product development, engineering hires, and expanding its broker and member services footprint.
- **Building a Better World**: The 1% equity pledge to community and health-related causes is a core part of the company's identity, signaling a mission-driven growth strategy.
- **Remote-First Operations**: The company is built as a remote-first organization, allowing for talent acquisition across the US.

## Why Work Here
- **Remote-First Culture**: "Remote-first, work from anywhere" is the stated policy, offering flexibility for employees [bennie.com](https://www.bennie.com/careers).
- **Strong Benefits Package**: Offers Medical, Dental, Vision, 401(k), Flexible PTO, a home office stipend, and a company equity plan.
- **Mission-Driven**: Employees are part of a company with a stated mission to "help people discover and use the benefits they need to live healthier lives," backed by a 1% equity pledge.
- **High Growth Environment**: As a well-funded seed-stage company (raised $33M), it offers the opportunity for significant impact and career growth in a rapidly scaling organization.
- **Strong Leadership & Values**: The company emphasizes values of being **Healthy, Thoughtful, Accountable, and Optimistic**, with a focus on work-life balance and community.
- **Open Engineering Roles**: Currently hiring for a **Staff Software Engineer, Full Stack**, indicating a focus on building out the core engineering team [greenhouse.io](https://job-boards.greenhouse.io/bennie/jobs/4501995005).

## Sources
1. [bennie.com](https://www.bennie.com/)
2. [bennie.com/careers](https://www.bennie.com/careers)
3. [bennie.com/about-us](https://www.bennie.com/about-us)
4. [bennie.com/leadership](https://www.bennie.com/leadership)
5. [job-boards.greenhouse.io](https://job-boards.greenhouse.io/bennie/jobs/4501995005)
6. [bennie.com/blog](https://www.bennie.com/blog/bennie-raises-33-million-seed-round)

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