Workplace & People Operations Associate

Workplace & People Operations Associate

Location: New York, NY

About WithCoverage:

WithCoverage replaces the traditional insurance brokerage with AI-supercharged risk management designed for the modern economy. 

We partner with hundreds of high-growth, category-defining companies, including GoPuff, Eight Sleep, Bombas, Chomps, and Blank Street Coffee. Our clients span iconic consumer brands, hospitality leaders, GCs, advanced manufacturers, and next-generation defense contractors. They operate in complex risk environments and need a partner that can move at their speed.

Instead of a fragmented, manual brokerage stack, we have built a new category: elite risk advisors operating on top of proprietary technology. Our in-house Agency Management System gives our team and AI agents full visibility into policies, exposures, claims, billing, and commissions. This platform enables deep automation, better decisions, and a fundamentally higher standard of service.

WithCoverage was founded by JD Ross (co-founder of Opendoor) and Max Brenner (Bain, Compound). We have raised over $43M from leading investors including Sequoia, 8VC, Khosla Ventures and Crystal Venture Partners. 

Our ambition is not to build a better brokerage. It is to redefine how risk is managed across the economy.

Why Join Us:

• Grow Faster – We’re scaling quickly, giving you significant opportunities to learn, lead, and shape your career and the company's future.


• Work That Matters – We protect the world’s most innovative brands: consumer icons, hospitality leaders, next-gen defense contractors, and US manufacturers.


• Redefine an Industry – Insurance is one of the largest, slowest-moving markets. We rewrite the playbook with proprietary technology, automation, and AI.


• Financial Rewards – We hire the best and invest in you. That means competitive comp, meaningful equity, and excellent benefits. We believe strongly in internal promotion and lay out a plan for everyone's career growth.

Why This Role

You will be our first dedicated Workplace and People Operations hire, helping shape how our company runs and how it feels to work here. This is not just about keeping things organized.

You will build the foundation for our employee experience as we scale, from how the office operates to how every new hire starts their journey.

Role Overview

This is a high-impact role based in our NYC office at the center of the company. You will own the day-to-day workplace experience while supporting core People Operations workflows across onboarding, systems, and employee lifecycle processes. You will partner across teams to ensure things run smoothly, people feel supported, and processes scale with the business. If you enjoy building from the ground up and being the person who makes everything work, this role will be a great fit.

What You’ll Own

Workplace and Office Operations

• Make our NYC office run smoothly and feel like a great place to work


• Manage vendors including facilities, cleaning, snacks, and supplies


• Plan and coordinate team events and in-office moments


• Support seating and workspace planning as the team grows


• Handle day-to-day logistics including mail, access, and inventory

Onboarding and Employee Experience

• Own onboarding logistics for all new hires


• Ensure every new hire is set up for success on day one


• Partner with Recruiting and hiring managers to deliver a strong onboarding experience


• Run onboarding sessions and continuously improve the experience

People Operations

• Manage employee data and workflows in Rippling


• Support onboarding and offboarding processes and documentation


• Handle employee requests and employment verifications


• Partner with Finance or vendors to support payroll and bonus inputs


• Maintain employee records including agreements and policies


• Support training programs and track completion

Equipment and Systems

• Coordinate laptop setup and inventory management


• Partner with IT vendors to ensure employees are fully set up


• Maintain clean, organized systems and process documentation

What Success Looks Like

• The NYC office runs smoothly and feels organized, welcoming, and high quality


• New hires have a seamless and thoughtful onboarding experience


• People Operations processes are reliable, clear, and easy to follow


• Employees know where to go for support and get help quickly

You Might Be a Fit If

• You have 2 to 5 years of experience in office operations, HR coordination, or People Ops


• You are highly organized and detail-oriented


• You are a strong communicator and enjoy working with people across teams


• You are comfortable using systems like HRIS platforms and Google Suite


• You are proactive, resourceful, and comfortable in a fast-paced environment


• You have experience with Rippling or a similar HR system


• You have supported onboarding or employee lifecycle processes


• You have worked in a startup or high-growth environment


• If you are the type of person who takes pride in making things run smoothly and creating a great experience for others, you will have a meaningful impact here from day one

For candidates based in the United States, the expected pay range for this position at the start of employment is $60,000 – $75,000/year. Actual compensation will be determined based on factors such as market location, job-related skills, experience, and qualifications. This role may also be eligible for additional variable compensation, including quota-based incentives where applicable. WithCoverage offers a comprehensive Total Rewards package for full-time employees, which includes equity grants and a robust suite of benefits.

What We Offer:

• Competitive compensation that includes equity


• Comprehensive benefit plans for medical, dental, vision, life, and disability


• Pre-tax accounts (FSA, HSAs, dependent care FSAs, commuter savings)


• Human Interest: 401(k) provider


• Time Off: Flexible time off, sick leave, family and medical leave, major national holidays


• A curated in-office employee experience, designed to foster community, team connections, and innovation


• Collaborative, transparent, and fun culture