Head of Sales

About Artificial

Help shape the future of specialty insurance. At Artificial, we’re building the next generation of technology for the specialty (re)insurance market. Our mission is to transform how brokers and carriers operate in complex markets by removing operational barriers and enabling smarter, faster decision‑making. We use modern technology to solve real challenges for some of the world’s leading brokers and insurers. By automating the repetitive and structuring the complex, we help our partners unlock new opportunities for innovation and growth. You’ll be joining a collaborative team that values curiosity, ownership, and continuous learning. We work in an environment where ideas are heard, support is built‑in, and outcomes matter. Everyone here has the chance to make a tangible impact on our products, our customers, and the industry. We’ve just raised $45M (£33M) in Series B funding from lead investor CommerzVentures, new investor Move Capital, as well as all existing shareholders. This investment round gives us the room to grow with confidence, continue to innovate, and ensure that Artificial remains the first choice for brokers and carriers seeking a smarter way to trade digitally. Join us, and take the chance to be a part of something that will change the landscape of insurance for generations.

About The Role

• Revenue Execution: Take ownership of Artificial’s existing opportunity pipeline and drive deals through to close with pace and precision. Lead complex, multi‑stakeholder enterprise sales processes — managing senior relationships, navigating internal sign‑off structures, and bringing commercial negotiations to a successful conclusion. Ensure nothing stalls: actively manage deal timelines, identify blockers early, and mobilise internal resources to keep momentum.
• Client & Stakeholder Management: Build and deepen relationships with C‑suite and senior decision‑makers at our broker and carrier customers. Act as a trusted commercial adviser to prospects, articulating the value of Artificial’s platform with credibility and precision. Work closely with the Client Success, Product, and Delivery teams to ensure a seamless transition from sale to onboarding.
• Commercial Leadership: Develop and embed robust sales processes, forecasting discipline, and CRM hygiene across the team. Recruit and develop a small but high‑performing sales function as the business scales. Provide market intelligence and commercial insight to inform pricing, packaging, and go‑to‑market decisions. Represent Artificial at industry events and with target prospects as a credible voice in the London and global specialty insurance market.

Experience

A minimum of 10 years in senior commercial roles, with a demonstrable track record of closing significant deals in one or more of the following: a London market participant, or a technology or data business serving the commercial or specialty insurance industry. Candidates from senior executive backgrounds of relevant businesses are strongly encouraged to apply — we are looking for a superstar. Experience working with warm pipelines in high‑trust, relationship‑led markets; candidates who have thrived in environments where reputation and credibility matter as much as technique will stand out.

Skills & Qualities

• A natural closer — someone who reads a room, builds trust quickly, and knows how to bring complex, risk‑averse organisations to a decision.
• Exceptional communicator: able to engage credibly at board level and translate technical propositions into clear commercial narratives.
• Highly numerate, with the confidence to model and negotiate commercial terms, understand client financials, and price creatively where needed.
• A strong bias for action — someone who sets priorities, cuts through ambiguity, and measures themselves by outcomes rather than activity.
• Resilient and energised by the challenge of a scaling business, where pace matters and process is still being built.

We especially want to hear from you if you have:

• Collaborative skills with an emphasis on product quality.
• Experience in insurtech, insurance or related industries.
• Strong problem‑solving skills.
• Experience in a distributed work environment.

Benefits

• Private medical insurance
• Income protection insurance
• Life insurance of 4× base salary
• On‑site gym and shower facilities
• Enhanced maternity and paternity pay
• Team social events and company parties
• Salary exchange on pension and nursery fees
• Access to Maji, the financial wellbeing platform
• Company stock options managed through Ledgy
• Milestone birthday bonus and a life events leave policy
• Generous holiday allowance of 28 days plus national holidays
• Home office and equipment allowance, and a company MacBook
• Learning allowance and leave to attend conferences or take exams
• YuLife employee benefits, including EAP and bereavement helplines
• For each new hire, we plant a tree through our partnership with Ecologi Action.
• The best coffee machine in London, handmade in Italy and imported just for us.

We’re proud to be an equal opportunities employer and are committed to building a team that reflects the diverse communities around us. If there’s anything you need to make the hiring process more accessible, just let us know—we’re happy to make adjustments. You’re also welcome to share your preferred pronouns with us at any point. Think you don’t meet every requirement? Please apply anyway. We value potential as much as experience, and we know that raw talent counts. As part of our hiring process, we’ll carry out some background checks. These may include a criminal record check, reviewing your credit history, speaking with previous employers and confirming your academic qualifications.