Growth Lead (Account Executive)

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.

About The Role:

Join WithCoverage as a Growth Lead (Account Executive), based out of our NYC office. The Growth Lead will be responsible for onboarding new mid-market accounts, identifying and addressing client needs, developing and maintaining strong client relationships, and executing sales strategies. This role requires close collaboration with the BDR and Risk Management Teams throughout the full sales funnel. The Growth Lead will also contribute to sourcing new prospects, driving deals to close, and maintaining a high standard of client satisfaction.

This is a sales-driven leadership role where you’ll drive growth of the vertical across the full conversion cycle, build deep industry relationships, and lead all aspects of deal execution. We’re looking for someone who wants ownership, thrives in high-performance environments, and is eager to accelerate their career by building something meaningful. 

What You’ll Do: 

• Own the full mid-market sales cycle (discovery → close), partnering closely with a BDR to qualify opportunities and a Risk Management Advisor to drive deals forward with urgency and precision
• Own deep, consultative discovery that goes beyond surface-level needs - diagnosing operational challenges, key risk management exposures, and partnering to form a risk mitigation plan that earns trust and drives conviction
• Lead onboarding for new accounts and set the foundation for long-term success by aligning expectations, mapping timelines, and building trust early
• Nurture and manage your pipeline by proactively sourcing and engaging new prospects through outbound efforts, warm intros, referrals, and strategic networking
• Develop compelling proposals and deal narratives that communicate value, anticipate objections, and move decision-makers toward action

Who You Are:

• 3-8 years of experience in a Sales/AE, Financial Advisory, or Consulting role
• Client Relationship Management and Sales skills
• Experience in Mid-Market or Enterprise Account Management 
• Excellent Communication and Presentation skills
• Ability to work collaboratively and in a team environment
• Experience in the insurance industry is a plus
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For candidates based in the United States, the expected OTE pay range for this position at the start of employment is $250,000 – $300,000/year. Actual compensation will vary based on individual factors, including market location, relevant experience, and role scope. In addition to base salary, this role is eligible for variable compensation tied to performance or quota attainment, where applicable. WithCoverage’s Total Rewards package for full-time employees also includes equity participation and comprehensive 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