Chief Sales Officer, SaaS, London

B2B Legal Knowledge SaaS Platform – Built by lawyers for Layers

We are seeking a Chief Sales Officer to lead commercial growth for our client as they scale a premium legal knowledge and productivity platform into a multi-product enterprise business. This board-facing leadership role reports directly to the CEO. From the outset, you will work closely with the Head of Partnerships and the senior leadership team to drive the next phase of growth.

About the Business

Our client occupies a distinctive position within the legal market. The platform combines proprietary intellectual property with exclusive partnerships with leading barristers’ chambers. As a result, customers access authoritative legal expertise that competitors cannot replicate. Consequently, the business benefits from a highly defensible and differentiated value proposition. Moreover, the company continues to reinvest heavily in product development. This commitment includes AI-enabled partnerships that enhance usage, deepen customer value and support long-term subscription growth.

The Chief Sales Officer Role

Reporting directly to the CEO, the Chief Sales Officer takes full accountability for commercial revenue and overall sales performance. In close collaboration with the Head of Partnerships and the wider leadership team, you will define and deliver the company’s next phase of commercial growth.

At present, the business is achieving strong and sustained performance, with approximately 45% ARR growth and 32% growth in booked revenue. This momentum stems from exceptionally high customer retention, multi-year contracts and built-in price increases. At the same time, the business maintains negligible churn. Looking ahead, growth will increasingly come from new product launches, value-based pricing and deeper penetration of the existing customer base. Meanwhile, the platform will continue to scale across enterprise legal and professional services environments.

Commercial Growth and ARR Scaling Opportunity

The company created this role to professionalise and scale the commercial function. In response, you will build a predictable, board-ready sales engine, improve forecasting accuracy and strengthen pipeline discipline. In addition, you will establish a clear and consistent operating rhythm across the sales organisation. Critically, you will lead the enterprise go-to-market strategy. This responsibility includes taking new products to market and defining how pricing, packaging, cross-sell and bundling operate across a complex and sophisticated customer base.

Enterprise Go-to-Market Strategy and Multi-Product Sales

As the business evolves from a flagship product model into a multi-product platform, the Chief Sales Officer will shape enterprise go-to-market strategy and long-term commercial growth. In particular, you will work closely with the Head of Partnerships to unlock partner-led and AI-enabled commercial opportunities. At the same time, you will define how new products are positioned, priced and sold to senior legal and enterprise buyers.

Key Responsibilities of the Chief Sales Officer

• Own and deliver commercial revenue growth with direct accountability for ARR
• Build a predictable, board-ready sales engine with strong pipeline visibility and accurate forecasting
• Embed disciplined sales processes, CRM rigour, performance management and sales cadence
• Lead enterprise go-to-market strategy for new product launches and value-based pricing models
• Drive multi-product growth through cross-sell, bundling and targeted new customer acquisition
• Work closely with the Head of Partnerships on partner-led and AI-enabled commercial opportunities

Leadership Profile and Experience Required

• Proven ARR scaling in enterprise B2B subscription businesses
• Demonstrable experience scaling a business from circa £8m to £20m+ ARR with clear ownership of growth outcomes
• Strong sales leadership credentials, including forecasting discipline, pipeline management and team development
• Experience selling high-value, non-tangible subscriptions into complex, multi-stakeholder enterprise environments
• Track record of leading go-to-market strategy for new products and multi-product platforms
• Experience selling into legal buyers is strongly preferred; adjacent enterprise B2B content, data, research or specialist SaaS experience will be considered where transferability is clear

Location and Working Pattern

London-based, with a minimum of two days per week in the office and flexibility thereafter.

Appointing a Chief Sales Officer

This appointment reflects the increasing demand for senior commercial leadership as B2B SaaS and AI-enabled platforms scale beyond founder-led sales and into enterprise, multi-product growth. The Chief Sales Officer will play a central role in shaping the company’s commercial trajectory over the next phase of expansion. Candidates with relevant experience who are interested in the role are invited to get in touch with our team via the form below, including a copy of their CV.

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