[Hiring] Head of Commercial @Mayflower

Role Description

Our team is developing a payment orchestration platform that helps merchants maximise payment performance through intelligent routing, payment recovery, fraud prevention, and seamless access to leading payment providers—all through a single integration.

We are looking for a Head of Commercial to lead the company’s Sales and Marketing organisation and build the commercial engine for our next stage of growth. Reporting to the CEO, you will own:

• Commercial strategy
• GTM
• Pipeline
• Enterprise sales
• Marketing and revenue performance

The company has a strong enterprise sales capability and a track record of winning significant merchants. Your challenge is to make that success repeatable and scalable, reducing dependency on individual rainmakers.

Responsibilities

• Own commercial strategy, revenue targets, ICP, market priorities and GTM.
• Lead and develop the Sales and Marketing teams as one coordinated commercial organisation.
• Build scalable sales processes, methodology, forecasting and pipeline management.
• Coach the team and turn top-performer behaviours into repeatable team performance.
• Support strategic enterprise opportunities and build executive relationships with key prospects.
• Lead demand generation, positioning, messaging and sales enablement.
• Drive new merchant acquisition as well as expansion and cross-sell across existing accounts.
• Partner closely with the CEO, Product, Technology and Solutions Engineering.
• Establish clear commercial KPIs and a high-performance operating rhythm.

What Success Looks Like

Within 12–18 months:

• Clear ICP, GTM strategy and commercial priorities.
• Stronger, more predictable pipeline and forecasting.
• Multiple salespeople consistently delivering against targets.
• Sales and Marketing operating as one effective GTM organisation.
• Repeatable sales processes and strong commercial enablement.
• Measurable Marketing contribution to pipeline and revenue.
• Reduced dependency on individual rainmakers.
• A commercial organisation capable of scaling.

Qualifications

• 8+ years in enterprise B2B sales, commercial, revenue or GTM leadership.
• Proven experience leading and scaling Sales teams.
• Strong track record selling complex technology to enterprise customers.
• Experience owning significant revenue targets, pipeline and forecasting.
• Demonstrated ability to develop salespeople and improve team performance, not just deliver individually.
• Strong commercial judgement, negotiation and executive communication skills.
• Ability to lead both Sales and Marketing.
• Hands-on, data-driven leadership style.

Benefits

• Full remote work.
• Competitive compensation with a service contract.
• Transparent performance reviews twice a year, with bonus opportunities and salary adjustments.
• An annual allowance for home office improvements, sports activities, equipment upgrades, and more.
• Investment in your development: paid language courses, access to various learning platforms, and a mindfulness benefit, including psychological support with 50% coverage.
• Career growth in a fast-scaling project with opportunities to influence technical decisions.
• A culture of recognition: our peer reward program celebrates contributions from across the team.
• This opportunity is also available for those who already live or are willing to relocate to Limassol, Cyprus.
• EU-based employment contract and a 3-year Cyprus work visa.
• Private medical insurance for you and your family, a corporate mobile plan (unlimited in Cyprus with roaming included), and interest-free support for car purchases.
• 50% coverage of school and kindergarten fees for your children.
• Fully covered sports benefits, and access to in-house electric scooters and bike rentals.
• A fully equipped office in Limassol’s city centre, with everything you need for deep work and collaboration.
• Free catering in the office and an in-house coffee bar with high-quality drinks and a health bar stocked with nutritious snacks.