Enterprise Account Executive – AI Insurtech (NYC)

October 14, 2026
Urgent

Job Description

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

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

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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.

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.

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

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.
Build compelling commercial cases for the adoption of new technology.
Help develop the company’s enterprise sales playbook, messaging and go-to-market approach.
Bring customer and prospect insight back into Product, Engineering and Operations.
Help establish repeatable processes and best practices as the commercial organisation expands.

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

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.
~ Strong discovery, qualification, negotiation and commercial skills.
~ A proactive approach to pipeline creation and strategic account development.
~ Strong commercial judgement and the ability to operate with autonomy.

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.

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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.

Ability to win complex deals and help build commercial foundations.
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.

Experience within claims technology.
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.

~ 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.

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

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

~ The compensation package includes a competitive salary and equity, giving