Head of Sales

BettingJobs is partnering with an ambitious AI start-up to appoint a Head of Sales, a chance to own commercial growth from the ground up. The business builds custom AI agents that run real operational workflows, not just chat, across customer support, compliance, marketing and analytics. With its technology already proven inside iGaming operations, it is now scaling within the sector and setting its sights on wider enterprise markets.
Reporting directly to the founders and board, you will initially lead sales yourself, running the full cycle from prospecting and discovery through ROI-led proposals, negotiation and close. As revenue grows, you will build the processes and the team to scale it. This role would suit a consultative B2B technology seller with an entrepreneurial streak who wants to shape a sales function and a go-to-market strategy at a foundational stage. It is based in Malta with hybrid working.

Responsibilities:

• Define and drive the commercial and go-to-market strategy, starting with iGaming and sports betting operators.
• Generate and manage a strong pipeline through outbound prospecting, networking and partnerships.
• Lead discovery meetings and translate technical capability into clear business value for C-level decision-makers.
• Prepare proposals, negotiate terms and close new business.
• Work closely with engineering to ensure smooth handover from sale to delivery.
• Recruit, lead and mentor a sales team as traction scales.
• Represent the business at industry events, and keep CRM records, forecasts and leadership reporting accurate.

Requirements:

• Proven B2B sales or business development experience in technology, SaaS, AI, automation or digital transformation.
• Track record of building and converting a pipeline, with strong consultative selling and negotiation skills at C-level.
• Experience working effectively alongside technical teams and engineers.
• Self-motivated, entrepreneurial and genuinely enthusiastic about AI.
• Desirable: experience selling complex AI or automation solutions into iGaming, sports betting or other high-volume businesses, and a background in start-ups or fast-growing tech companies.