Enterprise Account Executive - AI Insurtech (NYC) (New York City Metropolitan Area)

About the Company

Enterprise Account Executive – AI InsurTechUS | Enterprise SaaS | High-Growth InsurTech | Early Commercial Hire | Equity

The Opportunity

We're working with a rapidly scaling AI-driven InsurTech that's modernising one of the most operationally critical areas of the insurance industry.

The company is applying modern technology and AI to an insurance market still heavily reliant on manual processes, fragmented systems and legacy workflows — creating an opportunity to deliver meaningful improvements in efficiency, decision-making and customer outcomes.

Following strong commercial growth, the business is now expanding its enterprise go-to-market organisation and is looking for an experienced Enterprise Account Executive to play a key role in that journey.

This isn't simply an opportunity to inherit a territory and execute an established sales playbook.

As an early member of the enterprise sales team, you'll be responsible for winning strategic customers while also helping shape how the company sells, positions and takes its technology to market.

You'll work closely with senior leadership, have significant exposure to product and operational teams, and have the opportunity to influence the commercial foundations of the business as it scales.

About the Role

The Role

You'll own complex enterprise sales opportunities across the US insurance market, developing relationships with senior stakeholders across insurers, carriers, MGAs and claims organisations.

You'll manage the full sales cycle — from identifying strategic accounts and creating opportunities through discovery, commercial negotiation and close.

You'll also operate beyond your individual quota.

Your conversations with the market will help influence messaging, sales processes, customer strategy and product direction as the company continues to grow.

Responsibilities

What You'll Be Doing

• Own complex enterprise sales cycles from prospecting through to commercial close.
• Build and develop your own pipeline of strategic insurance opportunities.
• Establish relationships with senior and executive-level stakeholders across the insurance market.
• Navigate sophisticated buying groups involving commercial, operational and technology decision-makers.
• Run consultative discovery processes focused on understanding operational challenges and measurable business outcomes.
• Build compelling commercial cases for the adoption of new technology.
• Negotiate and close strategic enterprise agreements.
• Help develop the company's enterprise sales playbook, messaging and go-to-market approach.
• Work closely with senior leadership on strategic opportunities and market development.
• Bring customer and prospect insight back into Product, Engineering and Operations.
• Represent the business at relevant industry conferences, executive meetings and market events.
• Help establish repeatable processes and best practices as the commercial organisation expands.

Qualifications

What We're Looking For

We're looking for an accomplished enterprise SaaS seller who enjoys both winning complex deals and helping build something.

You'll ideally bring:

• 7+ years of B2B SaaS sales experience.
• A strong track record of winning complex enterprise customers.
• Experience owning the complete sales cycle rather than relying solely on inbound or SDR-generated opportunities.
• Evidence of successfully navigating longer, multi-threaded enterprise sales processes.
• Confidence engaging and influencing senior executives and sophisticated buyers.
• Strong discovery, qualification, negotiation and commercial skills.
• The ability to translate complex technology into clear business value.
• A proactive approach to pipeline creation and strategic account development.
• Strong commercial judgement and the ability to operate with autonomy.

Just as importantly, we're looking for someone with a builder mentality.

You'll be joining a scaling commercial organisation, so you'll need to be comfortable operating without every process already defined. You'll have the opportunity to identify what works, improve it and help turn individual success into a repeatable sales motion.

Experience within insurance, InsurTech, claims technology or adjacent enterprise technology markets would be highly valuable, alongside a genuine interest in how AI is changing the insurance industry.

Required Skills

• Accomplished enterprise SaaS selling capability.
• Ability to win complex deals and help build commercial foundations.
• Comfort operating without every process already defined.
• Ability to identify what works, improve it and help turn individual success into a repeatable sales motion.
• Experience within insurance, InsurTech, claims technology or adjacent enterprise technology markets.
• Genuine interest in how AI is changing the insurance industry.

Preferred Skills

• Experience within insurance.
• Experience within InsurTech.
• Experience within claims technology.
• Experience within adjacent enterprise technology markets.

Pay range and compensation package

Why This Opportunity?

• Join at a high-impact stage

You'll be joining while the enterprise commercial organisation is still being shaped, giving you significantly more influence than you would typically have within an established sales function.

• Sell into a major market undergoing transformation

Insurance organisations are actively exploring how AI and modern technology can improve traditionally manual and operationally intensive processes. You'll be selling into that transformation.

• Work closely with senior leadership

As an early enterprise sales hire, you'll have direct exposure to senior leadership and the opportunity to contribute to commercial decisions beyond your individual accounts.

• Influence the product

Your conversations with customers won't disappear into a CRM. Market feedback will help inform how the technology, positioning and customer proposition develop.

• Build, don't just execute

You'll have the opportunity to help shape messaging, account strategy, sales methodology and the wider enterprise GTM playbook.

• Meaningful ownership

The compensation package includes a competitive salary and equity, giving