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Regional Sales Leader

Roles & Responsibilities

  • 15+ years of progressive experience in B2B Technology Sales
  • 10+ years of experience in sales leadership roles within SaaS or enterprise technology
  • Deep understanding of the DACH enterprise landscape, including regulatory expectations, buying behaviors, and competitive dynamics
  • Experience driving platform and solutions-based sales motions in complex B2B environments

Requirements:

  • Define and execute the regional sales strategy aligned with global goals; lead, coach, and develop Account Executives to deliver scalable growth; foster accountability and collaborate with the CRO to align regional execution
  • Own the forecasting process with pipeline management, forecast accuracy, and deal-stage integrity; establish a weekly operational cadence and ensure CRM data hygiene; implement MEDDPICC methodology
  • Build and scale a high-performing enterprise sales team with a strong value-selling mindset; coach on deal strategy and customer engagement; partner with Enablement to design onboarding and ongoing training with clear KPIs
  • Cultivate trusted relationships with customers and strategic partners; lead account expansion through cross-sell and upsell; stay informed on market dynamics to adjust strategy

Job description

At Skillsoft, we believe skills fuel growth. Our mission is to empower every organization and every learner to turn constant change into continuous growth. As part of the team, your skills will help organizations understand what skills they have, what they need next, and how to apply them in ways that drive real performance and progress.

 

Regional Sales Leader - Hybrid, Munich, Germany                                                        

Skillsoft is seeking an experienced Senior Sales Leader who will provide strategic leadership and operational excellence for the DACH Sales Organization, driving growth through a platform and solutions-based selling motion. This leader will be accountable for delivering predictable, sustainable revenue performance through disciplined management processes, operational rigor, and an inspiring culture. The ideal candidate is a commercially astute, data-driven, and customer focused leader who excels at scaling enterprise SaaS sales teams and executing against an ambitious growth agenda.

Key Responsibilities

Leadership & Strategy

  • Define and execute the regional sales strategy aligned with global company goals and market dynamics.
  • Lead, coach, and develop a team of Account Executives to deliver consistent, scalable growth.
  • Foster a culture of accountability, collaboration, and performance excellence, empowering individuals to own outcomes.
  • Partner closely with the CRO and senior leadership to align regional execution with global strategy.
  • Act as the voice of the DACH market, influencing product, pricing, and go-to-market strategy based on customer insights and competitive intelligence.

Sales Management Discipline

  • Own the forecasting process — ensure precision in pipeline management, forecast accuracy, and deal-stage integrity.
  • Drive rigorous sales hygiene across CRM systems (e.g., Salesforce), ensuring timely, complete, and accurate data entry.
  • Establish and maintain a weekly operational cadence: forecast calls, deal reviews, pipeline inspections, and performance tracking.
  • Monitor leading and lagging indicators of performance (pipeline coverage, win rates, sales velocity, deal size) to identify trends and take corrective actions.
  • Implement consistent sales methodology (MEDDPICC) to drive repeatable and high-quality execution.
  • Collaborate with Sales Operations to build scalable processes that enhance predictability and visibility.

Performance & Enablement

  • Build and scale a high-performing enterprise sales team with a strong value-selling mindset.
  • Coach and mentor team members, focusing on deal strategy, customer engagement, and commercial excellence.
  • Partner with Enablement to design onboarding, training, and continuous improvement programs aligned to performance goals.
  • Set clear KPIs, expectations, and accountability frameworks that drive both individual and team success.

Customer & Market Focus

  • Cultivate trusted relationships with key customers, executives, and strategic partners to uncover growth opportunities.
  • Champion a customer-centric culture, ensuring sales execution aligns with customer needs and business outcomes.
  • Lead expansion of existing accounts through strategic cross-sell, upsell, and multi-solution offerings.
  • Stay informed on competitive trends and market dynamics to anticipate shifts and adjust strategy accordingly.

Cross-Functional Collaboration

  • Partner with Marketing, Product, and Customer Success to align go-to-market motions and optimize customer value delivery.
  • Collaborate on account-based strategies and solution positioning to drive differentiation in the market.
  • Represent the region in strategic planning, budgeting, and executive review cycles.

Skills & Qualifications Required:

  • 15+ years of progressive experience in B2B Technology Sales
  • 10+ years of experience in sales leadership roles within SaaS or enterprise technology.
  • Deep understanding of the DACH enterprise landscape, including regulatory expectations, buying behaviors, and competitive dynamics
  • Proven track record of exceeding revenue targets and building scalable, high-performing teams.
  • Deep expertise in sales management processes, including forecasting, pipeline management, and performance governance.
  • Proficient in Salesforce and MS Office Suite.
  • Experience leading sales organizations across multiple markets in the DACH region.
  • Strong operational discipline, data-driven mindset, and ability to leverage analytics for decision-making.
  • Experience driving platform and solutions-based sales motions in complex B2B environments.
  • Fluency in German and English is required; additional languages are a plus.

Critical Leadership Capabilities:

Ability to Driving Results

  • Operates with precision and urgency, setting high performance standards.
  • Anticipates business risks and proactively develops mitigation strategies.
  • Relentlessly focused on revenue predictability and execution excellence.

Collaborating and Influencing

  • Builds alignment across teams through clear communication and mutual accountability.
  • Engages peers and executives in problem-solving and shared success.
  • Communicates insights with clarity, supporting data-driven discussions.
  • Ability to build trust with senior executives in highly structured and risk-averse environments.

Leading People

  • Develops leaders capable of managing at scale.
  • Delegates effectively while maintaining control of strategic priorities.
  • Creates an inclusive environment where people thrive and grow.
  • Serve as a cultural ambassador, fostering engagement, inclusion, and high performance across a geographically distributed team.

MORE ABOUT SKILLSOFT:

Skillsoft (NYSE: SKIL) is a global leader in AI-native skills management for the human + AI era. By unifying learning, real-time skills intelligence, and workforce insights, Skillsoft helps enterprises build their Skillforce™ — humans and AI working together to drive measurable business outcomes. Through personalized, interactive learning across leadership, technology, and compliance, Skillsoft enables organizations to close critical skill gaps and accelerate transformation. Skillsoft is trusted by thousands of organizations worldwide, including 60% of the Fortune 1000, and supports a global community of more than 105 million learners. Learn more at skillsoft.com.

 

Thank you for taking the time to learn more about us. 
If this opportunity intrigues you, we would love for you to apply!

NOTE TO EMPLOYMENT AGENCIES: We value the partnerships we have built with our preferred vendors. Skillsoft does not accept unsolicited resumes from employment agencies.  All resumes submitted by employment agencies directly to any Skillsoft employee or hiring manager in any form without a signed Skillsoft Employment Agency Agreement on file and search engagement for that position will be deemed unsolicited in nature.  No fee will be paid in the event the candidate is subsequently hired as a result of the referral or through other means.

Skillsoft is an equal opportunity employer. We evaluate qualified applicants without regard to race, color, religion, sex, age, national origin, disability, veteran status, genetic information, and other legally protected categories.

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