[Hiring] North America Services Leader @Skillsoft

Role Description

Skillsoft is hiring an experienced North America Market Services Sr. Director to make an impact and drive ARR growth, improve retention, drive a great customer experience, and guide teams through change with clarity and pace. This role is comprised of a combination of Sales, Professional Services Delivery, Solutions Consulting/Pre-Sales, and Customer Success.

This Services Sr. Director will have the opportunity to be a player/coach and deliver regional results and own the Customer Experience and growth engine for North America. Responsibilities include overseeing the regional Market Solutions Leaders and ensuring consistent, disciplined execution across the customer lifecycle to include presales, adoption, expansion, and renewal.

Key Responsibilities

• Lead the Geographical Market Solutions Teams
• Manage, coach, and develop the MSLs across the geography; set clear performance standards and accountability.
• Ensure Market Solutions Leaders (MSLs) execute the end-to-end customer solution lifecycle (Sale → Value → Expand → Renew) with MEDDPICC rigor and value-realization discipline.
• Build a high-performance, coaching-first culture aligned to Skillsoft's Enterprise Leadership Skills; build team capabilities systematically.
• Guarantee the MSL’s align Solutions Partners across markets to match opportunity size, complexity, and urgency.
• Coach MSLs and their teams on advanced solutioning - executive discovery and problem framing, solution architecture and design, value narrative and business case development, and platform and ecosystem expertise.
• Steer the team through an organization in transformation: guide teams through evolving roles, new operating models, and shifting customer expectations with clarity, confidence, and pace.
• Support MSLs in developing the CSM function as a strategic advisor capability - fluent in skills intelligence, data-led insight, executive engagement, and outcome-based partnership rather than reactive account management.
• Collaborate with and support the MSLs in developing Solution Partners as expert customer-facing advisors - deep in product and platform, disciplined in solution design methodology, and credible with C-suite buying committees.
• Drive adoption of AI-enabled workflows and tooling to expand strategic capacity and reduce administrative load.
• Co-own regional targets with the North America Geo Sales Leader (AVP): ARR growth, retention, expansion, NPS, and platform conversion.
• Oversee regional performance management cadences to drive continuous improvement and results; escalate and resolve at-risk accounts; enable growth across accounts.
• Define the charter and target operating model for global shared/channel solution teams.
• Establish rules of engagement between shared CSM pools, MSLs, direct sales, and channel partners.
• Build channel enablement content and playbooks for solution positioning through partners.
• Design coverage tiers so tier-2/tier-3 customers receive scalable, high-quality solution support.
• Report on channel-sourced ARR and shared-team utilization to the Global Solutions Leader.
• Serve as a member of the Global Solutions Management team alongside peer GMSLs, the Solutions IP Team lead, and the Program Manager.
• Responsible for ensuring global standards are applied in-region while allowing appropriate local tailoring for market realities.
• Share regional insights back into the global system — customer patterns, competitive intel, and solution feedback — to inform IP and roadmap.
• Partner with the Solutions IP Team to translate defined solutions and POVs into repeatable, market-ready plays.
• Interlock with Professional Services regional leadership on clean presales-to-delivery handoffs.
• Partner with Product, Marketing, and Enablement to close feedback loops from field to global functions.
• Support the Program Manager in keeping data clean, systems used, and operating rhythm consistent.

Qualifications

• 12+ years of progressive management experience in enterprise PaaS spanning some combination of Sales, Customer Success, Solutions Consulting/Pre-Sales, and/or Professional Services.
• Overseeing Professional / Managed Services and Solutioning (or consulting) experience with demonstrated results driving long-term customer growth with services engagements based on business cases.
• Proven track record of delivering ARR growth, retention, and expansion in a platform and solutions-based selling motion.
• Proficient in Salesforce and Business Intelligence (BI) tools.
• Deep fluency in MEDDPICC (or equivalent), value-based selling, and end-to-end customer lifecycle management.
• Experience as a practice or system builder — designing repeatable processes, tools, or capability models adopted at scale.
• Possess a strong operational rigor with proficiency in forecasting, pipeline inspection, and data-driven outcomes.
• Have a deep familiarity with North America market dynamics.
• Executive presence with proven ability to engage C-suite customers and internal senior leadership.

Requirements

• Location: East Coast US Highly Preferred with the ability to travel.

Preferred Skills & Experience

• Experience operating in a matrixed global organization and collaborating with strong partnership across Product, Professional Services, Revenue Operations, and Marketing.
• Familiarity with the Learning technologies and L&D functions, learning/talent ecosystems, and AI-enabled workforce transformation.

Benefits

• Target base salary range for this job requisition is anticipated to be approximately $215,000 - $239,000 annualized.
• Enterprise benefits including but not limited to: medical, dental, vision, and paid time off.