Head of Sales

Job Title: Head of Sales

Department: Sales & Business Development

Reports to: Founders / Board

Location: Malta – Hybrid Working

About Cluster365:

Cluster365 designs, builds and deploys customised AI employees for businesses. Unlike traditional chatbots, our AI employees carry out real business workflows, use company knowledge, connect with existing tools and systems, and work alongside human teams to complete operational tasks.

Our proprietary platform combines AI models, tool integrations, business knowledge and AI employee orchestration to automate processes across customer support, compliance, operations, marketing and analytics. Human oversight and approval can be built into workflows where required.

Our technology has already been used in iGaming operations, making iGaming our initial commercial entry point. From this foundation, we aim to expand into broader enterprise sectors. We are looking for an ambitious, commercially driven Head of Sales to grow our client portfolio and revenue.

Role Overview:

The Head of Sales will take ownership of Cluster365’s commercial growth, building on our initial foothold in iGaming and expanding into broader enterprise sectors as the business grows.

This is a hands-on role covering the full sales cycle, from prospecting and building senior-level relationships through discovery, demonstrations, proposals, negotiation and closing. The focus is on uncovering high-value business needs and developing credible ROI-based proposals that turn opportunities into revenue.

The ideal candidate combines strong B2B technology sales experience with a consultative, commercially driven approach and the ability to work closely with technical teams. They will initially lead sales directly and, as revenue grows, establish repeatable processes and build and mentor a scalable sales team.

Duties and Responsibilities

Business Development & Pipeline

• Act as the primary sales driving force initially, defining and building the comprehensive commercial and go-to-market strategy for Cluster365.
• Recruit, lead, and mentor a high-performing sales team as commercial traction scales.
• Scale sales operations, processes, and pipelines to expand Cluster365’s market presence and drive sustainable revenue growth.
• Identify, source, and engage potential enterprise clients, initially prioritising iGaming and sports betting operators before expanding into broader enterprise sectors, through targeted outbound prospecting, networking, and strategic partnerships.
• Continuously evaluate market opportunities and maintain a robust pipeline of qualified target accounts.

Consultative Sales

• Conduct discovery meetings to understand client challenges, business objectives and operational processes.
• Qualify opportunities and prioritise prospects with the highest potential.
• Present Cluster365’s AI and automation solutions in a clear, business-oriented manner.
• Translate technical capabilities into tangible business value for decision-makers.
• Prepare proposals, presentations and commercial offers.
• Negotiate commercial terms and successfully close new business opportunities.
• Ensure a smooth transition from sales to delivery following project closure.

Market Development & Performance

• Monitor market trends, competitors and emerging customer needs.
• Represent Cluster365 at networking events, conferences and industry meetings when required.
• Consistently achieve individual sales targets and revenue objectives.
• Maintain accurate CRM records and sales forecasts.
• Report sales activities, pipeline progress and market feedback to leadership.

Person Specifications:

Mindset & Approach

• Highly self-motivated AI enthusiast with an entrepreneurial mindset.
• Proactive, resourceful and comfortable working independently.
• Relationship-focused, customer-centric and commercially driven.
• Excellent at identifying opportunities and solving business problems.

Core Skills & Experience

• Previous experience in B2B sales, business development or account management.
• Experience selling technology solutions, SaaS, software development, AI, automation or digital transformation services.
• Proven track record of collaborating effectively with highly skilled technical teams and engineers.
• Demonstrated ability to build, manage and scale a sales pipeline.
• Strong consultative selling, presentation and negotiation skills with C-level executives.

Preferred Qualifications

• Experience selling complex AI or automation solutions, particularly to iGaming, sports betting or other high-volume businesses.
• Understanding of business process optimisation and digital transformation.
• Experience working within a start-up or fast-growing technology company.

Behaviours & commitments

• Own the outcome: Take full responsibility for your pipeline from discovery to close.
• Communicate early: Keep leadership aligned with clear CRM records and honest market feedback.
• Protect the bridge: Act as a reliable translator between client business problems and our technical engineering team.
• Keep it simple: Prioritise practical sales outcomes and closed revenue over pure activity.

Success in this role

• Qualified opportunities generated.
• Revenue generated and new clients acquired.
• Sales pipeline growth and conversion rates throughout the funnel.
• Long-term client relationships and customer satisfaction.

What we offer

• Competitive base salary.
• Performance-based bonus and uncapped commission structure.
• The opportunity to shape the sales strategy of a foundational AI start-up.

Commitment to Diversity: Cluster 365 is dedicated to equal opportunity for all staff. Applications from individuals are encouraged regardless of age, disability, sex, gender reassignment, sexual orientation, pregnancy and maternity, race, religion or belief, and marriage or civil partnerships.Personal data is processed in accordance with EU GDPR. CVs are retained for 12 months, and we may contact you regarding other suitable roles during this period. Cluster 365 is committed to equality of opportunity for all staff and applications from individuals are encouraged regardless of age, disability, sex, gender reassignment, sexual orientation, pregnancy and maternity, race, religion or belief and marriage and civil partnerships. Personal data are processed in accordance with EU and UK GDPR and our Privacy Policy. CVs are retained for 12 months, and we may contact you regarding other suitable roles during this period’