Head of Sales (B2B Software)

Location: United Kingdom - Remote (any location); remote on UK hours with a week in Jersey each month during the first quarter and in-person sales days in Jersey, Guernsey, London and Switzerland.

Base salary: £80,000–£95,000 per year; target compensation of approximately £125,000–£140,000, plus uncapped commission and equity.

Company

Founder-led B2B software group building compliance and governance automation products for trust companies, fund administrators and private wealth firms across Europe, the Middle East, Asia and the Caribbean.

What you will do

• Own revenue generation across two software products and build a repeatable sales engine.
• Lead demonstrations with product specialists, proofs of concept, proposals and customer negotiations.
• Diagnose the most constrained stage of the sales process and personally improve it until it works.
• Document effective sales stages and hand them over to hired or trained team members.
• Build a reliable pipeline and move the founder out of the sales process within six months.
• Sell responsibly to regulated firms, ensuring customer expectations match product capabilities.

Requirements

• Personally closed new software or services business worth £10,000–£100,000 annually within the last two years.
• Experience selling to multiple stakeholders inside regulated firms, with identifiable customer references.
• Experience creating and documenting a sales process stage that continued working after handover.
• Understanding of how trust companies, corporate service providers and fund administrators buy, or the ability to learn quickly.
• Advanced practical use of AI, including the ability to identify and check its errors.
• Ability to work UK hours and attend required in-person periods in Jersey during the first quarter.

Nice to have

• Experience selling to trust companies, corporate service providers or fund administrators.
• Interest in progressing toward Group Chief Revenue Officer.

Culture & Benefits

• Remote work on UK hours with travel paid for required in-person periods.
• Uncapped commission on revenue brought in and grown.
• Equity participation and a written progression path to Group Chief Revenue Officer.
• Product specialists support demonstrations, and founders transfer existing deals.
• Budgets for home office, learning and wellbeing.
• CRM and sales tools are being rebuilt to support transparent, data-informed work.

Hiring process

• Working sales session, followed by a real-pipeline session with an AI assistant.
• Short paid task, founder and future-team conversations, references and a paid trial.
• Offer includes a sixty-day review against agreed outcomes.