Jobs at Skillsoft

Grow an existing enterprise account territory by selling Skillsoft’s SaaS content and platform solutions to corporate decision-makers. Build executive relationships, develop pipeline, exceed quotas, deliver tailored presentations, negotiate value-based deals, and collaborate with sales, customer success, marketing, and support teams. The role requires managing complex sales cycles, documenting pipeline activity, and traveling 30–50% within a regional territory.

Provide global employment law counsel to Skillsoft’s People Team and business leaders. Advise on employee relations, workplace investigations, employment agreements, policies, compliance, litigation, disputes, and workforce transitions. Develop scalable legal tools, playbooks, and compliance processes; monitor global legal developments; manage external and local counsel; and support enterprise risk management, ESG, audit, and regulatory compliance programs.

Design and lead end-to-end workforce transformation solutions for enterprise customers. Conduct strategic and technical discovery, advise executives, architect integrated HR and learning technology solutions, build business cases and transformation roadmaps, define implementation and value realization strategies, and oversee delivery alignment. Collaborate with sales, professional services, product, customer success, marketing, and technical teams to improve solution quality, customer outcomes, adoption, and expansion opportunities.

Leads North American Market Solutions teams, owning customer experience, ARR growth, retention, expansion, renewals, and platform adoption. Manages and coaches regional leaders, drives solutioning excellence, oversees customer lifecycle execution, and leads organizational transformation. Partners with Sales, Customer Success, Professional Services, Product, Marketing, and Enablement to standardize operating models, improve forecasting and pipeline discipline, develop channel capabilities, and deliver executive-level customer outcomes.

Build and operate Skillsoft’s commercial operations function across pricing, deal desk, contract negotiation, RFP support, CPQ, approval workflows, and contract lifecycle systems. The role will redesign end-to-end commercial processes, develop analytics and policies, support implementation and pilots, own exception handling, and drive continuous improvement. It will also lead pricing, discount, conversion, and deal data evaluations while serving as a commercial process owner and subject-matter expert.

Leads the design and operation of an integrated renewals and commercial operations function covering pricing, deal desk, contract negotiation, discount governance, and RFP resources. Redesigns processes using AI and automation, defines CPQ and contract lifecycle requirements, improves ARR and productivity, establishes commercial policies, monitors KPIs, and builds a high-performing team while partnering with Sales, Legal, and Finance.