Director, AI Workforce Specialist

Microsoft•Chicago, IL

12h•$133,000 - $239,800

About The Position

The Director, AI Workforce Specialist will lead AI Workforce transformation and sales strategy for the US operations of four global companies headquartered in the Netherlands: an energy major, a professional services firm, a consumer goods company, and a high-tech manufacturer. The role owns the US AI Workforce sales strategy end to end, from executive discussions and opportunity development through closing, adoption, and value realization. It acts as the on-the-ground bridge between global account teams in the Netherlands and US account teams and customer stakeholders, aligning global decisions with US operations across multiple time zones and organizational cultures. The specialist will guide customers in adopting Microsoft 365 Copilot for all employees, including frontline workers, position Copilot Cowork, and use Copilot Studio and Agent 365 to build and govern agents at scale. Windows 365 and Azure Virtual Desktop are also part of the solution portfolio. The role requires executive engagement, consultative and value-based selling, AI governance expertise, and coordination of complex global account strategies and consumption- and outcome-based agreements.

Requirements

Bachelor’s degree in Computer Science, Information Technology, Business Administration, Information Security, or a related field and 6+ years of experience in technology-related sales or account management, or equivalent experience.
2+ years of experience selling generative or agentic AI for the workplace, including building business cases and addressing security and governance.
3+ years of experience working on strategic or global enterprise accounts within an international, matrixed team across time zones.

Nice To Haves

Master’s degree in Business Administration, Information Technology, Information Security, or a related field and 8+ years of experience in technology-related sales or account management; or a bachelor’s degree in a listed or related field and 12+ years of such experience; or equivalent experience.
6+ years of solution or services sales experience.
6+ years of consultative, value-based selling experience.
Experience in energy, professional services, consumer goods, or high-tech manufacturing, including frontline-worker and operations scenarios.
Experience with Microsoft 365 security, identity, and compliance capabilities such as Microsoft Entra, Purview, and Defender for AI and agents; Windows 365 or Azure Virtual Desktop; or change management and adoption at scale in a multinational organization.
Experience working with European-headquartered multinationals.

Responsibilities

Drive sales across the US in partnership with the Netherlands team, assess US customer needs, and develop stakeholder networks across IT, business, HR, and legal.
Align US sales activity with each account’s global AI transformation vision, translating it into a US roadmap and customer-owned success plan.
Build and expand relationships with US business decision makers and identify opportunities based on customers’ business and technology priorities, governance, decision processes, and budgets.
Develop ROI-based business cases, deliver executive briefings, and conduct agent-building workshops.
Plan, orchestrate, and execute AI Workforce opportunities, including Copilot expansion for frontline workers and consumption-based commitments for Cowork and agents.
Coordinate with internal stakeholders, global system integrators, and US partners to cross-sell and upsell, while aligning with global agreements and ensuring effective handoffs between US and Dutch teams, customer success, and delivery.
Lead discussions with business and IT decision makers and present AI Workforce value propositions, use cases, and competitive knowledge.
Anchor customer engagements in security and governance across identity, compliance, and Agent 365, and provide informed guidance on whether to pursue opportunities.
Plan across four accounts and their US sites; run competitive plans and analyze propensity, usage, and consumption data to identify whitespace and high-potential entities.
Own the US pipeline and forecast with sales leadership in the US and the Netherlands.
Share playbooks and customer stories with AI Workforce communities in the US and the Netherlands.