Revenue Operations Lead

Revenue Operations Lead

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. We grew more than 10x last year while cash-flow positive, and we are very early in the opportunity.

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.

About The Role:

We’re looking for a Revenue Operations Leader to build the systems, processes, and reporting foundation that powers our next stage of growth - from 100s to 1000s of customers and from a 15 to 100+ person growth team. This role reports directly to our Head of Growth. The ideal candidate is highly analytical, resourceful, and brings a “roll-up-the-sleeves” mentality, and should be comfortable taking initiatives from 0->1 and scaling them as we grow. You will serve as the glue across Sales, Marketing, Finance, and Growth Engineering, owning our CRM as the central thread that connects all revenue activities. You’ll implement consistent, scalable processes across our growth team that drive clearer insights into what’s working, stronger execution across our sales team, and smarter investment decisions across our growth channels.

What You’ll Do:

Improve Productivity across the GTM Organization 

• Integrate the GTM tech stack (HubSpot, Clay analytics, finance systems) to ensure data flows seamlessly across teams
• Design and implement automations that remove manual work for sales team members and create consistent, scalable revenue processes

Provide Clear Visibility into Revenue Performance 

• Within your first 6 months, establish a single source of truth for reporting revenue & funnel performance, including key performance metrics for pipeline health, forecasting, and progress toward revenue goals across verticals
• Track and report attribution across all top-of-funnel channels to guide channel investment and provide actionable insights that improve funnel performance and channel efficiency

Maintain a Reliable Revenue & Billing Infrastructure 

• Own the CRM as the unified system of record across all revenue workflows, ensuring data accuracy through strong governance, QA, and ongoing system improvements
• Partner closely with Finance and Operations to manage billing and reconciliation workflows 
• Keep our CRM and finance data clean and dependable to support basic revenue reconciliation and reporting

Own Sales Enablement to Support a Repeatable Sales Motion

• Own all sales enablement across each vertical, including managing quota tracking, forecasting inputs, and territory planning for a rapidly growing sales team
• Quickly evaluate, adopt, and implement new tools that reduce manual work across the growth organization

What Success Looks Like

Within your first year, success includes:

• A fully integrated GTM stack and reliable system of record where revenue and funnel data is consistent, accurate, and actionable
• A consistent revenue dashboarding and forecasting engine adopted across the growth team and leadership
• Sales reps experiencing measurable productivity gains through improved tooling and reduced manual work
• Finance receiving timely, accurate, and reconciled data for revenue reporting
• A scalable enablement infrastructure that supports multi-vertical growth

Who You Are:

• 3+ years experience in a Growth / GTM-related role at a startup or growth-stage company (Prior RevOps experience preferred) 
• Highly analytical and systems-minded, with the ability to turn messy data and workflows into clean, scalable structures
• Resourceful and roll-up-the-sleeves, comfortable operating with high ownership and limited oversight
• Exceptionally organized and detail-oriented, capable of managing multiple initiatives at once
• Cross-functional and collaborative, able to work seamlessly with Sales, Marketing, Finance, and Growth Engineering

 

For candidates based in the United States, the pay range for this position at the start of employment is expected to be between $120,000 – $150,000/year. Your exact offer may vary depending on multiple individualized factors, including market location, job-related knowledge, skills, and experience. Total compensation for this position may also include equity, annual bonus, and employee benefits.

What We Offer:

• Competitive compensation that may include equity
• Flexible paid time off
• Comprehensive benefit plans for medical, dental, vision, life, and disability
• Flexible Spending Accounts (FSAs): Health Care FSA and Dependent Care FSA 
• Commuter Savings Account
• Human Interest: 401(k) provider
• Time Off: Sick Leave, Family and Medical Leave, Flexible Time Off
• Paid Holidays: Observance of all major national holidays
• A curated in-office employee experience, designed to foster community, team connections, and innovation, that also includes catered lunches in the office on Fridays for in-office workers
• Collaborative, transparent, and fun culture