Caseware combines over 35 years of industry expertise with AI-powered technology to transform how audit and accounting professionals work. Serving organizations across 130 countries, we bring intelligent automation directly into audit and financial reporting workflows—helping professionals reduce manual work, navigate complexity, and focus on informed decisions. Join our global team and help build technology that strengthens trust in financial information.

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 be doing:

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.

Help deliver annual and quarterly revenue targets for the region by building and executing a regional sales plan with clear priorities and measurable outcomes.

Drive consistent pipeline creation through outbound activity and targeted prospecting, and improve win rates through strong qualification and structured deal management.
Identify and prioritize high-potential segments across firms, corporates, and the public sector, and support new-business development to expand Caseware's reach in the region.
Maintain accurate forecasts and transparent pipeline visibility, and support the team on complex opportunities with preparation, commercial clarity, and decision-maker alignment.
Set clear expectations for day-to-day team performance, activity standards, and territory focus, and strengthen the team through ongoing coaching and consistent feedback.
Run reliable operating rhythms — pipeline reviews, deal inspections, and quarterly planning — and flag performance gaps and blockers early so the team can close business efficiently.
Advocate directly for the team and region, while fully committing to agreed direction once decisions are made.
Maintain disciplined use of Salesforce and drive data accuracy, and help shorten sales cycles by refining qualification and removing unnecessary steps.
Ensure a smooth handover to Customer Success / Consulting so the team delivers a seamless customer experience and strong retention and expansion.

What you’ll bring:

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.

What's in it for you:

Shape what’s next with AI: Help transform audit and accounting through AI-powered technology. Explore new ways to bring AI into our own workflows, rethink how work gets done, and turn ideas into meaningful improvements for our teams and customers.

Make an impact that matters: Contribute to solutions that help professionals navigate complexity, make informed decisions, and strengthen trust in financial information around the world.

Bring your voice. Expand your perspective: Collaborate with a diverse global team where your ideas are valued, knowledge is shared, and different perspectives lead to better outcomes.

Build a career that grows with you: Develop your skills, take on new challenges, and explore career opportunities as our business and technology evolve.

Thrive at work and beyond: Enjoy competitive compensation, comprehensive benefits, recognition programs, and performance bonuses, alongside flexible work options, remote opportunities, and generous time off.

Many Voices, One Team:

We’re committed to building teams as diverse as our customers through equitable and inclusive hiring. We welcome candidates of all backgrounds. If you need accommodations or have questions at any stage of the application or interview process, contact our People Operations team at talent@caseware.com.

Background Check:

All successful candidates will undergo background screening, which may include identity verification, criminal record checks, and/or reference checks, as appropriate to the role and location and in accordance with applicable law.

Security and Fraud:

All employees are expected to apply security best practices and work within secure handling guidelines to perform assigned responsibilities when accessing data and business information.

Caseware takes the security of candidates seriously. All legitimate communication from us will come from email addresses ending in @caseware.com and our open positions are always listed on reputable job boards and on our website https://jobs.lever.co/caseware. We will NEVER ask for payment or financial information from you. If you receive an unsolicited job offer, proceed with extreme caution.

Head of Sales

What you will be doing:

What you’ll bring:

Many Voices, One Team: