Sales Director

Cytora Limited

Job Overview

Location

Remote

Job Type

Full-time

Full Job Description

📋 Description

• Cytora, now an integral part of Applied Systems, is at the vanguard of revolutionizing the global insurance sector. We are dedicated to transforming how insurers and brokers connect, operate, and achieve growth by harnessing the power of cutting-edge Artificial Intelligence (AI) and Generative AI (GenAI) technologies. Our mission is to build an innovative platform that empowers insurers to significantly optimize their risk evaluation and decision-making processes, transitioning complex, manual workflows into fully automated, efficient digital operations. As we embark on a significant scaling phase, we are seeking a highly motivated and experienced Sales Director to join our dynamic team. This pivotal role will be instrumental in guiding our clients to fully unlock and realize the immense potential of our advanced platform.
• In this critical Sales Director position, you will be responsible for driving the adoption of Cytora's groundbreaking Risk Digitization platform across the UK and European insurance, reinsurance, and brokerage markets. You will manage the entire enterprise sales cycle, from initial prospecting and in-depth discovery to the meticulous planning and execution of Proof of Concept (POC) evaluations, ultimately leading to successful deal closures. This role is focused on acquiring new logos and expanding our footprint within existing accounts, operating as an individual contributor with a high degree of autonomy and minimal supervision.
• Cytora, a leader in applying vertical AI at a global scale to transform commercial insurance, was founded in 2012. Our platform leverages GenAI to enable brokers, insurers, and reinsurers to digitize and automate the complex risk intake processes inherent in commercial insurance. Applied Systems, a worldwide leader in insurance technology since 1983, provides cloud-based software solutions that power over 18,000 agencies and 160,000 users across North America and Europe. The synergy between Cytora and Applied Systems is accelerating the digitization of risk flows throughout the insurance industry, driving unprecedented efficiency, enhancing service delivery, and fostering deeper connectivity between insurers and brokers on a global scale.
• Your core responsibilities will encompass running full-cycle enterprise sales engagements. This includes identifying and engaging potential clients, conducting thorough discovery sessions to understand their unique challenges and opportunities, and translating these insights into a structured, time-bound POC plan. This plan will clearly define success criteria, required datasets and documents, key user roles, critical checkpoints, and defined exit criteria to ensure evaluations remain focused on driving towards a decisive outcome.
• A key aspect of this role involves systematizing our early-stage sales motions. You will be instrumental in capturing what works, codifying repeatable steps, and contributing to the scaling of our Go-To-Market (GTM) strategy. This requires a proactive approach to process improvement and knowledge sharing.
• You will be adept at multithreading senior relationships within client organizations, engaging with key stakeholders such as Chief Underwriting Officers (CUOs), Chief Information Officers (CIOs), Heads of Operations, and IT leadership. A critical skill will be your ability to articulate complex technical concepts, including Large Language Models (LLMs), data flows, and APIs, and translate them into tangible business value propositions that resonate with both executive leadership and working teams.
• To ensure client success and drive deals forward, you will captain a team of cross-functional partners. This includes collaborating closely with Sales, Solutions Consulting, Product Management, Security, and Legal teams to proactively identify and remove blockers, maintain project momentum, and ensure a seamless client experience.
• Maintaining disciplined pipeline hygiene and accurate forecasting is paramount. You will be expected to meticulously manage all required tools, including Salesforce CRM, and adhere to both Applied's Solution Selling methodology and Cytora's established evaluation POC playbook. This role requires a willingness to travel as needed to conduct client discovery sessions, workshops, POCs, and key checkpoints, ensuring face-to-face engagement where most impactful.
• We are particularly excited to learn about candidates who possess proven experience in enterprise sales, specifically within the insurance and insurtech sectors. Experience selling enterprise SaaS solutions to large carriers and brokers, managing multi-stakeholder, long-cycle deals, is highly valued.
• An ownership mentality is crucial; you will be expected to lead end-to-end sales processes, conduct first-touch demos, and effectively manage POCs. A genuine curiosity about AI, coupled with crisp and clear communication skills, will enable you to explain complex technologies like LLMs, data flows, and APIs, translating them into compelling business value for underwriting operations and executive decision-makers.
• The role requires a willingness to travel frequently for client meetings, typically involving 1-2 days per week in London, with occasional international travel to support key client engagements across Europe.

🎯 Requirements

• Proven experience in enterprise sales, specifically within the insurance or insurtech industry, with a track record of selling enterprise SaaS solutions to large carriers and brokers.
• Demonstrated ability to manage complex, multi-stakeholder, long-cycle sales processes from prospecting to close.
• Strong understanding of AI and Generative AI concepts (LLMs, data flows, APIs) and the ability to translate technical features into tangible business value for insurance operations.
• Excellent communication, presentation, and negotiation skills, with the ability to build rapport and influence senior-level executives.
• Self-motivated with a strong ownership mentality, capable of running end-to-end sales cycles, including demos and POCs, with minimal supervision.
• Willingness to travel frequently for client meetings, including regular travel to London and occasional international travel.

🏖️ Benefits

• Competitive salary and On-Target Earnings (OTE) structure.
• Remote-first work environment with flexible working arrangements to promote work-life balance.
• Opportunities for professional development, including attendance at industry conferences and continuous learning initiatives.
• Comprehensive health insurance coverage.
• Annual company retreats to foster team cohesion and strategic alignment.
• The chance to be part of a mission-driven company at the forefront of AI innovation in the insurance industry.

Skills & Technologies

Remote

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Cytora Limited

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About Cytora Limited

Cytora Limited provides an AI platform that digitizes commercial insurance workflows. The system ingests external and proprietary data to score and route risks automatically, enabling insurers to underwrite faster and more accurately. Founded in 2013 in London, the company serves global carriers and brokers seeking to replace manual processes with data-driven decision-making.

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