Director of Sales

Vega • New York, NY

1d

About The Position

Vega is an AI-native Claims Third Party Administrator reimagining the insurance claims industry. The Director of Sales will build and lead Vega’s growing enterprise sales organization, managing Enterprise Account Executives selling to insurers, MGAs, carriers, self-insureds, captives, and claims organizations. This is a hands-on, build-from-scratch leadership role with limited existing sales infrastructure to inherit. The Director will recruit and develop the team, create a scalable sales motion and repeatable playbooks, and establish the operating rhythm needed to turn individual seller success into predictable growth. The role works closely with Vega’s founders and senior leadership to shape sales strategy, hiring plans, and the company’s approach to winning enterprise customers.

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 track record of coaching enterprise sellers and improving team 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 ability to build trust with internal stakeholders and senior enterprise customers.
• High degree of ownership and 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.
• Develop sellers through deal strategy, pipeline management, executive engagement, negotiation, and account planning; join critical customer conversations and help reps navigate complex, multi-stakeholder deals.
• Establish clear expectations, inspect pipeline and forecasts regularly, and create the operating cadence needed to deliver against 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.
• Work with Talent and leadership to define the hiring profile, interview candidates, and build a sales organization that can scale.
• Bring customer and market insights to Product, Marketing, Claims, and Operations to improve positioning, the 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.
• Work with founders and senior leadership to shape sales strategy and hiring plans.

Benefits

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

What This Job Offers

• Job Type: Full-time
• Career Level: Director
• Education Level: No Education Listed