Sales Director - AI Insurtech

Package: Competitive Base + Commission + Equity

The Opportunity

An exciting opportunity to join a venture-backed AI InsurTech business as a founding commercial hire, taking ownership of enterprise sales at a pivotal stage of growth.

Operating at the intersection of artificial intelligence, insurance and enterprise technology, this ambitious business is developing innovative solutions for an industry undergoing significant transformation.

With established customers, growing market demand and recent investment supporting its next stage of expansion, the company is now looking to strengthen its commercial leadership.

We’re searching for an experienced Sales Director who can drive enterprise revenue, build strategic relationships across the insurance market and establish the foundations of a scalable sales function.

This isn't a role where you'll inherit an established sales team and follow an existing playbook.

You’ll have the opportunity to build that playbook yourself.

Working directly with the founders, you'll take ownership of the sales process, influence commercial strategy and play a central role in shaping the company's growth.

For someone who enjoys closing complex deals, building something from an early stage and having genuine commercial influence, this is a particularly compelling opportunity.

The Role

As Sales Director, you'll lead enterprise sales activity across the insurance market, taking opportunities from initial engagement through to signed agreements.

You'll work closely with the CEO and CTO, combining hands-on new business development with the opportunity to shape the company's longer-term commercial approach.

Key Responsibilities

• Own and develop the enterprise sales pipeline, from prospecting and qualification through to negotiation and close.
• Drive new business across insurers, MGAs, brokers and other insurance intermediaries.
• Manage complex, multi-stakeholder sales cycles involving senior decision-makers, procurement, legal and technical teams.
• Take responsibility for revenue targets, pipeline forecasting and commercial performance.
• Generate new opportunities through strategic outbound activity alongside existing inbound demand.

Commercial Strategy & Sales Development

• Build and refine a repeatable enterprise sales process to support future growth.
• Develop effective approaches to qualification, proposals, pricing discussions and customer handovers.
• Work directly with senior leadership to identify commercial priorities and opportunities.
• Help shape how the commercial function develops as the business scales.
• Lead product demonstrations, commercial presentations and customer workshops.
• Build credibility with both technical and commercial stakeholders.
• Translate customer feedback into actionable insights for the wider business.
• Collaborate closely with product and technical leadership to align commercial opportunities with product capabilities.

What We’re Looking For

We’re looking for an experienced enterprise sales professional with a strong understanding of the insurance market and a proven ability to close complex technology deals.

The ideal candidate will bring:

• A successful track record selling enterprise software or technology-enabled services into insurers, MGAs or brokers.
• Demonstrable experience consistently achieving or exceeding sales targets.
• Strong relationships and an established network across the UK insurance market.
• Experience navigating lengthy, complex sales cycles involving multiple stakeholders.
• Confidence engaging senior insurance executives and technical decision-makers.
• A solid understanding of AI-driven technology and the ability to communicate its commercial value.
• A proactive, entrepreneurial approach and the confidence to build processes rather than simply follow them.

Experience selling into European insurance markets would be advantageous.

Previous experience in an early-stage or high-growth business would also be valuable, although we’re equally interested in candidates who are excited by the opportunity to make that transition.

Why Join?

Join at an early stage and take genuine ownership of the enterprise sales function, with the opportunity to influence how the business approaches commercial growth.

Attractive Compensation & Equity

A competitive base salary, commission structure and meaningful equity participation.

Direct Access to Leadership

Work closely with the CEO and CTO, with a voice in important commercial and strategic decisions.

Build Something of Your Own

Rather than inheriting an established process, you’ll have the freedom to develop the sales approach, shape commercial strategy and help establish the foundations for future growth.

An Emerging Market

Position yourself at the forefront of AI adoption within insurance, working with technology addressing complex challenges across the sector.

Play an important role in how the commercial team develops as the business expands.

Hybrid Working

London-based hybrid working arrangement.

A straightforward three-stage process:

• An initial 30-minute conversation with the CEO.
• A practical sales exercise exploring your approach to targeting and winning enterprise customers, followed by a discussion with the team. Preparation is capped at 3-4 hours.
• An informal meeting with the wider team.

This is an opportunity to move beyond simply delivering a sales number and have a meaningful influence on the direction of a growing InsurTech business.

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