GTM Lead - Data Centers
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 real opportunities to lead, shape strategy, and accelerate your career.
- 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. 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 With Coverage as a GTM Lead - Data Centers on the Growth team - you'll own and build one of our newest verticals from the ground up. This is a sales-driven leadership role. You'll generate pipeline from scratch by testing channels, messaging, and outreach approaches to find what actually works. You'll own the full conversion cycle, build deep industry relationships, and lead all aspects of deal execution as the vertical matures.
We’re looking for someone who wants ownership, thrives in ambiguous, high-performance environments, and is eager to accelerate their career by building something from scratch. You’re motivated by results, comfortable operating with autonomy, and willing to put in the work required to stand up a new business line as you directly shape whether and how this vertical becomes one of our key growth drivers.
What You'll Do
- Own the vertical end-to-end. As Vertical Lead, take full responsibility for the vertical’s success, from pipeline generation through relationship development to deal execution, as it grows.
- Drive lead generation. Test outreach channels, messaging, and prospecting approaches to figure out what actually works for Data Centers.
- Develop industry relationships. Develop a deep understanding of your vertical and build relationships with industry C-suite leaders, associations, and connectors.
- Shape the GTM playbook. Codify what's working into a repeatable GTM playbook in partnership with an Insurance Lead and feed product/customer insights back to the team.
- Guide deals to close. Move qualified opportunities through the full conversion cycle with clear communication and follow-through.
Who You Are
- 4+ years in relevant fields (high-growth startups, management consulting, or investment banking/PE/VC)
- Expert relationship manager and networker, with capacity to excel in B2B sales closing 6-7 figure deals
- Excellent communication and executive presence - you will represent the brand
- Resourceful and scrappy. You test, iterate, and figure out what works rather than waiting for direction
For candidates based in the United States, the expected OTE pay range for this position at the start of employment is $200,000 – $250,000/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, and major national holidays
- A curated in-office employee experience, designed to foster community, team connections, and innovation
- Collaborative, transparent, and fun culture
Skills Required
- 4+ years in relevant fields (high-growth startups, management consulting, or investment banking/PE/VC)
- Proven ability to generate pipeline and close B2B enterprise deals (6-7 figure deals)
- Expert relationship management and networking skills with capacity to build C-suite relationships
- Excellent communication skills and executive presence to represent the brand
- Resourceful, scrappy, able to test, iterate, and operate autonomously in ambiguous environments
What We Do
The insurance brokerage industry is ready for a new standard: ambitious businesses often overpay for insurance, are inadequately protected, and are left with a non-transparent, disorganized experience. Most businesses don’t have an in-house Risk Management Team. That’s where we come in. WithCoverage provides ambitious businesses with a Modern Risk Management Solution. An expert team and powerful technology – designed to protect you today and as you scale. A few of our clients include: GoPuff, Chomps, Hungryroot, Blank Street, Bombas, Eight Sleep, Bluestone Lane, Salt & Straw, Kitsch, Happy Dad, and Elephante.
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