About CyberCube:
CyberCube delivers the world's leading analytics to quantify cyber risk, translating one of the most critical risks of today and the future into financial impact for businesses, markets, and society.
AI at our foundation, cyber risk at our core. We don't just use AI, we shape it.
Built on AI from day one. Artificial intelligence has been part of our strategy since the beginning, blended with deep cybersecurity and insurance expertise and backed by rigorous testing.
Trusted by more than 100 clients, including 75% of the top 40 European and US cyber insurance carriers and 70% of the top ten reinsurance brokers.
Backed for global growth. In 2025 Spectrum Equity joined some of CyberCube’s financial partners as a new cornerstone investor, accelerating our global growth and fueling innovation across our end-to-end cyber risk analytics for the insurance industry.
A truly global team across San Francisco, New York, London, and Tallinn.
A culture of collaboration, openness, intellectual rigor, and ownership for excellence.
People at the forefront. We encourage CyberCubers to challenge themselves, push boundaries, and do the best work of their careers.
The Role
CyberCube is hiring a first-line sales leader to own our largest revenue segment: the (re)insurance sales and account management team across UK/Europe and North America.
Context
CyberCube is the market-leading cyber risk analytics platform for the insurance industry, serving large global carriers, reinsurers and brokers. The (re)insurance segment is our largest and most established revenue base, spanning new business and renewals across the UK/Europe and North America.
The team, the territory, and the pipeline are in place. This is a senior leadership role, not a build from scratch role. The postholder leads the team, owns the number, and is personally credible in front of a CRO or Chief Underwriting Officer.
What You Will Do
Lead the (re)insurance sales and account management team across UK/Europe and North America and deliver the segment number, with a forecast we can rely on quarter to quarter.
Hire, coach, and performance manage the team. Retain and stretch top performers.
Run the team off numbers. Pipeline coverage, conversion, activity, cycle time. Hold a forecast, evidence it, and be held to it, with weekly inspection and CRM discipline.
Lead the renewal and expansion motion.
Shorten the time from qualified opportunity to signature.
Named account coverage and territory design fit for purpose across UK/Europe and North America.
Coach in the deal rather than from the sidelines. In the room with the team on the meetings that matter.
Hold the room with senior insurance buyers (CUO, CRO, Chief Actuary, Head of Cyber, Head of Exposure Management) and earn a second meeting on their agenda, not ours.
Set the tempo for the team. Travel and be visibly in market rather than managing from a desk.
What We Look For
Proven first-line sales leadership. Has managed a team of quota-carrying sellers and ideally account managers, and hit team targets over multiple cycles.
Has sold complex software, data or analytics into large enterprise buyers, and has led a team doing the same. Long cycles, multiple stakeholders, technical evaluation, six- and seven-figure ACVs.
Enterprise deal experience. Multi-stakeholder, procurement and legal heavy, six to twelve month cycles, subscription or licence commercial models.
Metrics-oriented. Knows their pipeline coverage, conversion and cycle times without looking them up, and coaches the team against those measures.
Executive credible. Can walk into a CRO or Chief Underwriting Officer and be taken seriously on the first meeting. Articulate on the commercial argument, unfazed by seniority, trusted to represent CyberCube without supervision.
Operates with urgency, treats a slow decision as a cost, and lifts the energy of the team.
A demanding, high-accountability leader who sets a high bar. Direct with feedback, quick to address underperformance, and respected for it.
Commercially creative on structure and pricing, disciplined on process and reporting.
Low ego, high candour. Comfortable disagreeing with the executive team and being disagreed with.
Based in London or New York, with regular international client travel.
Strong Plus
Has sold into the insurance or reinsurance industry. Carriers, reinsurers, brokers, MGAs or the Lloyd's market. A major differentiator, but not a requirement.
Experience across both new business and renewals/expansion, including usage-based or consumption pricing conversations.
Exposure to reinsurance and broker channels as well as primary carriers.
Has scaled a team through a step change in growth expectations.
Cyber, catastrophe modelling, exposure management or InsurTech adjacency.
Comfort in a fast-moving, AI-enabled commercial function. Agentic prospecting, automated reporting, no traditional SDR layer.
Not Required
Deep technical cyber security or catastrophe modelling knowledge. We have that in the business.
Underwriting or actuarial background.
Direct competitor experience.
AI Fluency at CyberCube
AI is reshaping how work gets done across every function. We value people who are curious about AI, eager to learn, and thoughtful about applying AI tools to work more effectively. AI fluency is part of how we assess every role in our hiring process.
Don't tick every box? Apply anyway.
Research shows the best candidates rarely match a job description point for point. If you're excited about this role and believe you could make an impact, we'd love to hear from you, even if your experience doesn't line up perfectly with everything listed above.
CyberCube Analytics, Inc. and CyberCube Analytics Europe Limited is an equal opportunity employer. We don’t tolerate discrimination against age, gender, gender identity, gender expression, sexual orientation, race, color, nationality, ethnicity, religion, disability, veteran status, protected genetic information or political affiliation.
Skills Required
- Proven first-line sales leadership managing quota-carrying sellers and ideally account managers
- Demonstrated success hitting team sales targets over multiple cycles
- Experience selling complex software, data, or analytics to large enterprise buyers
- Experience leading teams selling complex enterprise solutions
- Enterprise deal experience involving multiple stakeholders, procurement, legal, and six- to twelve-month sales cycles
- Experience with subscription or license commercial models
- Strong pipeline, conversion, forecasting, activity, and sales-cycle management skills
- Executive credibility with senior insurance buyers and ability to represent the company independently
- High-accountability leadership style with direct performance management and coaching ability
- Commercial creativity in deal structure and pricing, with disciplined process and reporting
- Based in London or New York
- Regular international client travel
- Experience selling into insurance or reinsurance, including carriers, reinsurers, brokers, MGAs, or Lloyd’s
- Experience across new business, renewals, and expansion
- Experience with usage-based or consumption pricing
- Exposure to reinsurance and broker channels as well as primary carriers
- Experience scaling a team through increased growth expectations
- Cyber, catastrophe modeling, exposure management, or InsurTech experience
- Comfort working in an AI-enabled commercial function
What We Do
CyberCube is a SaaS technology company, developing world-leading cyber risk analytics and modeling to help society understand the financial impact of cyber risk. We enable society to make better decisions about which digital risks to avoid, mitigate or insure as internet-connected technologies change the nature of risk in the 21st Century. CyberCube delivers world-class insight-driven analytics, built specifically for the insurance ecosystem. We’re helping our customers all over the world use our data and analytics applications to enable insurance placement, underwriting decisions, and portfolio management optimization. We help power insight-driven decisions to grow cyber insurance in a sustainable, profitable way. We help the cyber insurance market to grow profitably through the use of our world-leading cyber risk analytics. We give insurers the ability to take insight-driven risk decisions, see trends before they become claims and tackle complex and important challenges. The combined power of our unique data, multi-disciplinary analytics and cloud based technology helps with insurance placement, underwriting selection and portfolio management optimization. Our deep bench of experts from data science, security, threat intelligence, actuarial science, software engineering and insurance helps the global insurance industry by selecting the best sources of data and curating it into data sets to identify trustworthy early indicators of risks and build a forward-looking view of them.
Why Work With Us
Our supportive and respectful environment increases the participation and contribution of all employees, with personal development and inclusion being priorities. We deeply care about the wellbeing of our employees and strive for a fun and healthy environment where you'll be able to roll your sleeves up and learn with like-minded talented people.
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