Director of Sales

About the Role: We’re looking for a Director of Sales to build and lead its enterprise sales team. Working closely with the founders, you’ll shape the sales strategy, recruit and develop Enterprise Account Executives, and turn early commercial success into a repeatable sales process. This is a hands-on leadership position with responsibility for team performance. You’ll coach sellers and support strategic deals, without carrying an individual book of business.

Responsibilities: Recruit, onboard and develop a high-performing enterprise sales team. Own team sales targets, pipeline reviews and forecasting. Build the sales playbook, from qualification and discovery through negotiation and close. Coach sellers through complex buying processes involving multiple senior stakeholders. Join critical customer conversations and help the team win major accounts. Work with Product, Marketing, Claims and Operations to strengthen the commercial approach. The team sells into carriers, MGAs, self-insured businesses, captives and claims organisations.

Qualifications: 3+ years of sales leadership experience, with a strong record of developing enterprise sellers.7+ years of enterprise sales experience, including personally closing complex, multimillion-dollar deals.

Required Skills: Evidence of improving team performance through coaching and structured deal support. Experience building sales processes, forecasting disciplines and pipeline management in a growing business. Confidence engaging senior executives and navigating complex buying decisions. An appetite for building a team and its ways of working in an early-stage environment. Experience selling B2B SaaS into insurance or financial services is a strong advantage. Deep insurance expertise is not essential.

Preferred Skills: Experience selling B2B SaaS into insurance or financial services. Why join? You’ll have direct access to the founders and meaningful input into the hiring plan, sales strategy and commercial direction. There is early traction to build on, alongside real scope to shape how the sales organisation grows.