Sales Director

Methodfi; Remote; GBP 125,000 - 150,000; Full time

Job summary

A technology company in insurance is seeking a Sales Director to lead full-cycle sales for its Risk Digitization platform. This role requires proven enterprise sales experience, particularly in the insurance sector. The successful candidate will leverage strong communication skills to explain complex technical concepts and work collaboratively with cross-functional teams. This remote-first position allows you to work from anywhere in the UK, with responsibilities in client relationship management and sales strategy development designed to drive business growth.

Benefits

Competitive salary + OTE

Remote-first with flexible working arrangements

Stock options

Professional development opportunities

Health Insurance

Annual company retreats

Qualifications

• Proven experience in enterprise sales, particularly in insurtech.
• Ownership mentality with an ability to run demos and POCs.
• Ability to translate technical concepts into business value.

Responsibilities

• Manage full-cycle enterprise sales from prospecting to close.
• Develop POC plans with clear criteria and success indicators.
• Maintain pipeline hygiene and forecasting.

Skills

Enterprise sales experience

Strong communication skills

Understanding of LLMs and data flows

Cross-functional team collaboration

Tools

Salesforce CRM

Job description

Shape the Industry and Your Career

At Cytora, now an Applied Systems company, we’re transforming how insurers and brokers connect, operate, and grow. We are at the forefront of revolutionizing the insurance industry through cutting‑edge AI and Generative AI technologies. Our mission‑driven team is building an innovative platform that empowers insurers to optimize risk evaluation and decision‑making, transforming manual workflows into fully automated digital processes. As we scale, we are looking for a Sales Director to join our dynamic team and play a key role in helping our customers fully realize the potential of our platform.

Role Overview

Applied Systems, Inc., a worldwide leader in insurance technology, is currently searching for a Sales Director that will be selling Cytora’s Risk Digitization platform to insurers, reinsurers and brokers in the UK and Europe.

You’ll run full‑cycle enterprise sales—prospecting, discovery, POC/evaluation, and close—and be responsible for new logos and expansion. This is an individual contributor sales role operating with minimal supervision. Cytora, now part of Applied Systems, applies vertical AI at global scale to transform commercial insurance. Founded in 2012, Cytora leverages GenAI to enable brokers, insurers and reinsurers to digitize and automate the risk intake across commercial insurance.

Applied Systems are a global leader in insurance technology since 1983, powering more than 18,000 agencies and 160,000+ users across North America and Europe with its cloud‑based software solutions. Together, Cytora and Applied Systems are accelerating digitization of risk flows across the insurance industry—driving greater efficiency, improved service and connectivity between insurers and brokers worldwide.

What You Will Do

• Run full‑cycle enterprise sales from prospecting through evaluation/POC to close;
• Translate discovery into a written, time‑boxed POC plan with clear success criteria, datasets/documents, user roles, checkpoints, and exit criteria to keep evaluations decision‑oriented.
• Systematise early‑stage motions – capture what works, codify repeatable steps, and help scale GTM.
• Multithread senior relationships (CUO, CIO, Ops, IT) and speak to technical concepts (LLMs, data flows, APIs), translating them into insurance business value for executives and working teams.
• Captain a team of cross‑functional partners (Sales, Solutions Consulting, Product, Security, Legal) to remove blockers and maintain momentum.
• Maintain disciplined pipeline hygiene and forecasting (using all required tools, including Salesforce CRM) while following Applied Solution Selling and Cytora's evaluation/POC playbook; travel as needed for client discovery sessions, workshops, POCs, and checkpoints.

We’re Excited to Learn More About You

• Proven experience in enterprise sales experience, across insurance/insurtech and selling enterprise SaaS to large carriers/brokers (multi‑stakeholder, long‑cycle deals).
• Ownership mentality: lead end‑to‑end, run first‑touch demos, and run POCs.
• Product/AI‑curious and a crisp communicator: explain LLMs, data flows, and APIs clearly, translating technical concepts into underwriting/operations business value for executives and working teams.
• Willing to travel frequently for client meetings – typically 1‑2 days in London per week with occasional international travel.

Why Cytora

We’re building the future of insurance and we’re doing it together. At Cytora, now an Applied Systems company, we’re driven by a shared mission to transform the industry through AI‑powered solutions that deliver smarter decisions, stronger connections, and better outcomes.

We foster a culture that values who you are

and recognizes that you’re more than your role: you’re a teammate, and you matter. We thrive on the strength of our diverse experiences and celebrate the uniqueness each person brings to work every day.

We believe flexibility fuels performance

Whether remote, hybrid, or in‑office, we empower our teams to work in ways that work best for them.

Here’s what you can expect when you join us

A comprehensive benefits and compensation package that centers our teammates and helps them to bring their best to work every day:

• Competitive salary + OTE
• Remote‑first with flexible working arrangements
• Stock options
• Professional development opportunities, including attending industry conferences
• Health Insurance
• Annual company retreats

Location

Cytora are a remote‑first company. For this role you can be based anywhere in the UK provided you have fluent spoken and written English, and have the permanent right to work without requiring visa sponsorship.

EEO Statement

Applied Systems is proud to be an Equal Employment Opportunity Employer. Diversity and Inclusion is a business imperative and is a part of building our brand and reputation. At Applied, we don’t discriminate, and we are committed to recruit, develop, retain, and promote regardless of race, religion, colour, national origin, sex, sexual orientation, gender identity, disability, age, veteran status, and other protected status as required by applicable law.