Head of Sales

Role Overview

As Regional Sales Leader for Germany at Caseware, you lead and develop a team of sales representatives while acting as the operational backbone of the region. You bring firm, timely decision-making, a supportive and solution-oriented coaching style, and the discipline to build a sustainable, long-term sales organization for Germany.

What You Will Do

Acting as an operational excellence driver: proactively identifying and resolving systemic bottlenecks in the regional sales operation, with particular focus on pricing and the operational processes. Drive consistent pipeline creation through outbound activity and targeted prospecting, and improve win rates through strong qualification and structured deal management.

Why It Might Be a Fit

Experience leading or coaching a sales team, ideally within enterprise or complex B2B software / SaaS sales. A hands-on, operational mindset, with a track record of tightening up process, pricing, or deal execution. Solid understanding of the Software as a Service (SaaS) business model and ARR-driven sales organizations.

Requirements

• Experience leading or coaching a sales team, ideally within enterprise or complex B2B software / SaaS sales.
• A hands-on, operational mindset, with a track record of tightening up process, pricing, or deal execution.
• Solid understanding of the Software as a Service (SaaS) business model and ARR-driven sales organizations.
• Firm, timely decision-making and a results orientation, with the ability to move quickly from plan to execution.
• A direct, constructive, and solution-oriented communication style.
• Demonstrated ability to coach, develop, and retain sales talent.
• Comfort working with pipeline management, forecasting, and CRM discipline (Salesforce or similar).
• Strong cross-functional collaboration skills, working effectively with Marketing, Product, RevOps and Customer Success.
• A structured, dependable, and detail-oriented approach to sales operations and long-term customer partnerships.
• Knowledge of audit, finance, or accounting is a plus.
• Fluent German and strong English communication skills, both written and spoken.

Benefits

• Competitive compensation, including a competitive salary and comprehensive benefits
• Flexible work options, remote opportunities, and generous time-off policies
• Recognition and rewards through performance bonuses and opportunities for career growth
• Global opportunities to work on international projects and collaborate with a diverse, global team