Workplace & People Operations Manager

Workplace & People Operations Manager

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

This is a rare opportunity to own the full workplace and people operations function at a high-growth company redefining an industry. As our first dedicated hire in this space, you won't be inheriting a playbook -- you'll write it.

You will build and lead the infrastructure behind our employee experience: from how the office operates and scales, to how every person joins, grows, and thrives at WithCoverage. This role sits at the center of the company and requires someone who thinks strategically, executes with precision, and genuinely cares about creating an exceptional place to work.

Role Overview

The Workplace & People Operations Manager is a high-impact, highly visible role based in our NYC office. You will own end-to-end workplace operations and serve as the operational backbone of our People function -- designing and running the systems, programs, and experiences that define what it feels like to work at WithCoverage.

You'll partner closely with leadership, Finance, Recruiting, and Ops to ensure our people and our office operate at a high standard as we scale. This role requires both strategic thinking and a strong bias for execution. You'll be expected to identify gaps, build solutions, and continuously raise the bar. This is a fully in-office role, based five days a week in our NYC office.

What You’ll Own

Workplace and Office Operations

• Lead the transition from our current Flatiron office to our new Hudson Square location, managing logistics, vendor coordination, and the full setup experience to ensure a seamless opening
• Own and continuously improve the end-to-end NYC office experience, ensuring it reflects our culture and operates at a high standard
• Lead vendor relationships across facilities, cleaning, food & beverage, supplies, and building management, negotiating contracts and holding vendors accountable
• Design and execute team events, all-hands, and in-office programming that strengthen culture and community
• Own workspace and seating strategy as the team grows, partnering with leadership on space planning and future office needs
• Manage office budget, inventory, access systems, and day-to-day logistics with full ownership and accountability

Onboarding and Employee Experience

• Design and own the end-to-end onboarding experience for all new hires, from offer acceptance through the first 90 days
• Set a high bar for day-one readiness: equipment, access, systems, and a structured welcome program all in place before a new hire arrives
• Partner with Recruiting and hiring managers to continuously iterate on and elevate the onboarding journey
• Build and maintain onboarding materials, design and facilitate new hire sessions, and gather feedback to drive ongoing improvements
• Develop broader employee experience programming that reinforces culture, connection, and retention

People Operations

• Serve as the operational owner of People workflows: onboarding, offboarding, status changes, and employee lifecycle documentation
• Own and administer Rippling as the system of record: maintain data integrity, build automations, and ensure clean, audit-ready records
• Build scalable systems for employee requests, employment verifications, and policy questions -- ensuring accuracy and care at every touchpoint
• Partner with Finance and external vendors on payroll inputs, bonus processing, and benefits administration
• Maintain all employee records, agreements, and HR documentation in a well-organized, compliant manner
• Build and own training and compliance programs, including tracking completion across the organization
• Identify process gaps and proactively build scalable solutions before problems surface

Equipment and IT Coordination

• Own the full employee equipment lifecycle: procurement, setup, inventory management, and offboarding retrieval
• Manage IT vendor relationships to ensure every employee is fully set up and supported from day one
• Maintain clean, documented systems and processes that scale as the company grows
• Serve as the internal point of contact for operational systems and employee tooling questions

What Success Looks Like

• The NYC office runs at a consistently high standard: organized, welcoming, and reflective of our culture
• New hires describe their onboarding as one of the best they've experienced
• People Operations processes are reliable, documented, and easy to navigate for employees and managers alike
• Vendor relationships are well-managed, costs are controlled, and nothing falls through the cracks
• Leadership trusts you to own this function independently and sees you as a key partner in scaling the company

You Might Be a Fit If

• You have 5 to 8 years of experience in office management, HR operations, or People Ops, ideally in a high-growth or startup environment
• You have owned a function end-to-end -- not just supported it -- and have the instincts and experience to show for it
• You are a systems thinker who builds processes that scale, not just solve today's problem
• You are an exceptional communicator and cross-functional partner
• You are highly organized, detail-oriented, and comfortable managing multiple workstreams simultaneously
• You have deep experience with Rippling or a comparable HRIS platform
• You have designed or significantly improved an onboarding program from scratch
• You are comfortable operating with ambiguity and in a build-it-yourself environment -- this is an IC-heavy role, and you are energized by that
• You are proactive, resourceful, and energized by building. You don't wait to be told what to fix

For candidates based in the United States, the expected pay range for this position at the start of employment is $80,000 – $115,000/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