Ready to build something impactful from the ground up?
Imagine stepping into a role where you don't just optimize existing processes, but truly build a foundational commercial engine. At Skillsoft, we believe continuous learning fuels extraordinary growth, and we're searching for a visionary Senior Director, Commercial Operations to join our global team. This is a rare, hands-on opportunity to design, implement, and then lead the vital functions that drive our business forward, shaping how we empower organizations and learners worldwide.
Overview
Skillsoft is on a mission to empower every organization and every learner, transforming constant change into continuous growth. We are currently undergoing an exciting transformation, redesigning our entire end-to-end commercial processes to create an integrated commercial function. This covers crucial areas like pricing strategies, a responsive deal desk, sophisticated contract negotiation, and comprehensive RFP support. As our Senior Director, Commercial Operations, you will have the extraordinary chance to join us at this pivotal design stage. You will build these new commercial processes, develop insightful analytics, and implement the necessary systems. Following this crucial build phase, you will then own and operate these functions as a permanent, integral member of our commercial organization. This is a truly hands-on, build-then-operate role, not a temporary transformation project, and it's open to talented individuals joining us from anywhere in the world as a fully remote position.
Key Responsibilities
In this impactful role, you will:
- Undertake a thorough assessment of our existing end-to-end commercial processes, policies, and resource allocation across the entire deal lifecycle.
- Design and meticulously document the future state of our commercial operations, incorporating advanced pricing, discount, and conversion analytics.
- Define the essential system requirements needed to enable these new processes and provide crucial support throughout the implementation phase for our CPQ and other commercial platforms.
- Lead the development and ongoing management of comprehensive pricing models, discount frameworks, and approval matrices that align with our strategic goals.
- Establish and refine a high-performing deal desk function, ensuring efficient deal structuring, approvals, and rapid response times.
- Oversee the contract negotiation process, streamlining workflows and ensuring favorable terms for Skillsoft.
- Provide expert support for RFP responses, ensuring high-quality, competitive submissions.
- Develop robust reporting dashboards and key performance indicators (KPIs) to monitor commercial effectiveness and identify areas for continuous improvement.
- Collaborate closely with Sales, Finance, Legal, and Product teams to ensure seamless integration and alignment of commercial strategies.
- Drive continuous process improvement initiatives, leveraging data and best practices to enhance efficiency and effectiveness.
- Mentor and develop team members, fostering a culture of excellence and continuous learning within the commercial operations function.
Requirements
We are looking for a seasoned leader with:
- Extensive, demonstrable experience in commercial operations, sales operations, or a related field, preferably within a SaaS or enterprise software environment.
- Proven success in designing, implementing, and optimizing complex end-to-end commercial processes.
- Deep expertise in pricing strategy, deal desk management, contract negotiation, and RFP support.
- Strong analytical skills with the ability to translate data into actionable insights for strategic decision-making.
- Experience defining system requirements and supporting the implementation of commercial platforms (e.g., CPQ, CRM).
- Exceptional leadership and change management abilities, comfortable building new functions and driving adoption across an organization.
- Excellent communication, interpersonal, and stakeholder management skills, capable of influencing across all levels.
- A proactive, hands-on approach with a bias for action and a commitment to operational excellence.
- Ability to thrive in a fast-paced, dynamic global environment, working autonomously as part of a remote team.
What You'll Gain
Joining Skillsoft as our Senior Director, Commercial Operations offers an unparalleled opportunity to:
- Shape the Future: Be a foundational member in building a critical new function from the ground up, leaving a lasting impact on how Skillsoft operates globally.
- Drive Innovation: Lead the adoption of best-in-class processes and systems, fostering a culture of continuous improvement and strategic growth.
- Experience Autonomy: Enjoy significant ownership and accountability in a role that values your expertise and vision.
- Global Impact: Work with a diverse, worldwide team and influence Skillsoft's commercial success across international markets.
- Professional Growth: Expand your leadership capabilities within a company dedicated to learning and skill development, both for our customers and our own employees.
How to Apply
Click the apply button below to view the full job details and submit your application directly through the employer's official page.

