Head of Sales (Hands-On Transformational Sales Leader)

Company DescriptionKeyware is one of Belgium’s leading providers of payment terminals and acquiring services.We are entering a new and ambitious growth phase — transforming and rebranding our company to become the #2 player in Belgium, offering small businesses and merchants everything they need to get paid: terminals, acquiring, and integrated payment solutions.We are looking for a hands-on and transformational Head of Sales to lead this next chapter. You’ll drive sales performance across three teams — Sales Flanders, Sales Wallonia, and Sales Backoffice/Partners — and play a pivotal role in shaping how we sell, lead, and grow.Your MissionDouble our pace of new merchant acquisitions by reinventing how we sell — combining strong field presence, smart use of data, and sharp commercial execution.Key ResponsibilitiesLead, coach, and grow three sales teams:Sales Flanders (5 reps + team lead)Sales Wallonia (4 reps + team lead)Sales Backoffice & Partners (2 people + team lead)Build a high-performance, accountable sales culture that balances in-person and remote selling.Coach and develop team leads and sales reps to raise commercial standards — from customer qualification to fast deal follow-up (average sales cycle <2 weeks).Drive growth in both net revenue and number of active merchants, while optimizing CAC and retention.Take ownership of sales operations and reporting — ensuring reliable visibility on pipeline, conversion, and performance.Design and launch partner & channel sales from scratch — exploring collaborations with trade associations, retail resellers, and accounting networks.Personally engage in major commercial opportunities and key negotiations when needed.Collaborate with marketing, product, and operations to ensure flawless lead-to-contract execution.Act as part of the leadership team, contributing to Keyware’s transformation and future growth story.Your ProfileProven experience leading field sales teams in high-volume, low-ticket B2B markets (payments, telecom, utilities, or similar).Strong leadership and coaching abilities — able to energize a team and elevate performance.Bilingual Dutch/French, fluent in English for partner and supplier discussions.Hands-on, no-nonsense attitude — you don’t just manage, you make things happen.Commercially analytical — you understand how sales data links to business performance and use it to make decisions.Background or strong interest in merchant acquiring or POS/payments is a major plus.Thrives in a transforming environment — you prefer agility and impact over corporate complexity.Master’s degree or equivalent through experience required.What We OfferA key leadership position reporting directly to the CEO, with high visibility and real influence on company performance.The opportunity to shape and scale the sales organization — its people, processes, and results.Competitive compensation depending on experience (employee or freelance/management company possible).Hybrid working model (Zaventem HQ, Aalst office, or home).The chance to join a company in full transformation — and help build the next major challenger brand in Belgian payments.👉 Ready to help us shape the future? Apply now and be part of Keyware’s next chapter.