Demo

Vertical Lead

WithCoverage
York, NY Full Time
POSTED ON 12/20/2025
AVAILABLE BEFORE 1/20/2026


Location: New York, NY

Job Type: Full-Time

About WithCoverage:

WithCoverage is reimagining risk management and insurance for the modern economy. We protect the companies building the future—100's of brands like GoPuff, Eight Sleep, Bombas, Chomps, and Blank Street Coffee—so they can move fast without compromise.

Instead of a stale brokerage model, we've built a new category: world-class risk advisors powered by proprietary technology. From next-generation defense contractors and advanced manufacturers to iconic consumer brands and hospitality leaders, we partner with ambitious businesses to give them the confidence to scale.

Founded by JD Ross (co-founder of Opendoor) and Max Brenner (Compound, Bain), WithCoverage is disrupting a trillion-dollar industry from the inside out. We grew 10x last year while staying cash-flow positive, with backing from 8VC, Crystal Venture Partners, and other top investors.

We're also the only brokerage that has built its own Agency Management System from scratch, giving us full control of our operations and a platform to automate more and more of the business with AI. It's the foundation for transforming how risk is managed across the economy.

Why Join Us:

  • Grow Faster – We're scaling fast, giving you outsized opportunities to learn, lead, and shape your career and the future of the company.
  • Work That Matters – We protect the world's most innovative brands: consumer icons, hospitality leaders, next-gen defense contractors, and US manufacturers.
  • Re-define an Industry – Insurance is one of the largest, slowest-moving markets. We are rewriting the playbook with proprietary technology, automation, and AI.
  • Financial Rewards – We hire the best and invest in you. That means competitive compensation, meaningful equity, and great benefits. We believe strongly in internal promotion, and lay out a plan for your career growth.

About The Role:

Join With Coverage as a Vertical Lead on the Growth team - you'll own and scale one of our fastest-growing verticals end-to-end. 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. You're motivated by results, comfortable operating with autonomy, and willing to put in the work required to achieve outsized outcomes as you directly shape the growth of one of our key business verticals.

What You'll Do:

  • Own the vertical's growth. Become the true owner of a key business line as the Vertical Lead responsible for pipeline generation, relationship development, and deal execution.
  • Drive execution. Generate demand through targeted outreach, manage the pipeline, and guide prospects through the full conversion cycle with clear communication and follow-through.
  • Develop industry relationships. Develop a deep understanding of your vertical and build deep relationships with industry C-suite leaders, associations, and connectors.
  • Shape the GTM playbook. Shape the sales playbook in partnership with an Insurance Lead and give product feedback to address the needs of your customers
  • Build pipeline. Expand referral networks and identify new go-to-market opportunities to consistently grow qualified opportunities.

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
  • Quick learner

For candidates based in the United States, the pay range for this position at the start of employment is expected to be between $150,000 – $250,000/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, quota incentives (for sales roles), and employee benefits.

In addition to cash compensation, WithCoverage offers full-time employees a comprehensive Total Rewards package that includes equity grants.

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

Salary : $150,000 - $250,000

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