Director of Sales

Vega•New York, NY
•$225,000 - $250,000

About The Position

Vega is an AI-native Claims Third Party Administrator aiming to modernize the insurance claims industry. The company combines experienced insurance operators and technologists and reports 10x year-over-year revenue growth. Vega is seeking a Director of Sales to build and lead its growing enterprise sales organization. The role leads Enterprise Account Executives selling to insurers, MGAs, carriers, self-insureds, captives, and claims organizations. This is a hands-on, build-from-scratch leadership opportunity with limited existing sales infrastructure to inherit. The Director will recruit and develop the team, establish a scalable sales motion, and create the operating rhythm needed to turn individual seller success into predictable growth. The Director will coach enterprise sellers, navigate complex sales cycles, and work closely with founders and senior leadership to shape sales strategy, hiring plans, and the approach to winning major insurance-industry customers. The role partners across Talent, Product, Marketing, Claims, and Operations, and supports strategic customer opportunities without owning an individual book of business.

Requirements

  • At least 3 years of sales leadership experience, with a track record of leading and developing enterprise sellers.
  • At least 7 years of enterprise sales experience, including personally navigating and closing complex, multi-stakeholder, multi-million-dollar deals.
  • A strong record of coaching enterprise sellers and improving team performance, beyond individual sales performance.
  • Experience building or refining sales processes, forecasting, pipeline management, and operating cadences in a growing organization.
  • A builder’s mindset and enthusiasm for creating systems, playbooks, and a team rather than inheriting a fully built sales organization.
  • Strong executive presence and the ability to build trust with internal stakeholders and senior enterprise customers.
  • High ownership, curiosity, and comfort operating in a fast-moving, early-stage environment.

Nice To Haves

  • Experience selling B2B SaaS into insurance or financial services.
  • Deep insurance-industry expertise is not required.

Responsibilities

  • Recruit, onboard, coach, and retain a high-performing team of Enterprise Account Executives.
  • Coach sellers on deal strategy, pipeline management, executive engagement, negotiation, and account planning; join critical customer conversations and help navigate complex, multi-stakeholder deals.
  • Establish clear performance expectations, regularly inspect pipeline and forecasts, and create an operating cadence to deliver team ACV targets.
  • Build repeatable sales processes and playbooks covering qualification, discovery, deal strategy, forecasting, negotiation, and closing.
  • Partner with sellers on complex and consequential opportunities, shaping strategy without owning an individual book of business.
  • Partner with Talent and leadership to define hiring profiles, interview candidates, and build a sales organization that can scale.
  • Share customer and market insights with Product, Marketing, Claims, and Operations to improve positioning, product, and the go-to-market motion.
  • Build relationships with senior leaders across insurers, MGAs, carriers, and claims organizations and help the team establish credibility with enterprise buyers.

Benefits

  • Competitive salary.
  • Equity stake in the company.
  • Top-tier medical, dental, and vision insurance.
  • 401(k) with company match.
  • Flexible PTO.
  • Work-from-home stipend.
  • Fast-paced, high-talent-density team that values transparency and shipping fast.
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