AI Operations & Workforce Transformation Director

What You'll Do

LogicMonitor® is the AI-first hybrid observability platform powering the next generation of digital infrastructure. LogicMonitor delivers complete visibility and actionable intelligence across on-premises, cloud, and edge environments. By anticipating issues before they strike, optimizing resources in real time, and enabling faster, smarter decisions, LogicMonitor helps IT and business leaders protect margins, accelerate innovation, and deliver exceptional digital experiences without compromise.

Our customers love LogicMonitor's ability to bring cloud and traditional IT together into one view, as seen in minimal churn rates, expansion business, and exciting new customer references. In fact, LogicMonitor has received the highest Net Promoter Score of any IT Infrastructure Management provider. LogicMonitor also boasts high employee satisfaction. We have been certified as a Great Place To Work®, and named one of BuiltIn's Best Places to Work for the seventh year in a row!

LogicMonitor is seeking an agile Director, AI Operations & Workforce Transformation to lead the development and execution of the company's AI operations and workforce transformation strategy.

This is a highly cross-functional, hands-on role responsible for translating AI opportunities into measurable improvements in how work gets done, employee productivity, business performance, and workforce planning. The Director will partner closely with the Chief Performance Officer, Chief Financial Officer, senior executives, functional leaders, IT, HR, managers, employees, and external partners to identify opportunities, lead pilots, measure results, and scale proven practices.

The successful candidate will combine strategic judgment with strong execution. This person will be expected to create alignment, establish accountability, remove obstacles, and move initiatives from strategy and discovery through implementation, adoption, measurement, and scale.

Here's a closer look at this key role

• Own and evolve LogicMonitor's AI operations and workforce transformation strategy, translating long-term priorities into an actionable roadmap.
• Serve as a trusted thought partner to senior leaders, translating developments in AI, automation, analytics, and digital labor into practical next steps.
• Lead companywide AI adoption and enablement in partnership with cross-functional leaders and AI Champions. Establish priorities, ownership, governance, communications, training, and resources that drive adoption and measurable impact.
• Identify, prioritize, and advance high-value AI use cases across the company. Oversee selected pilots with IT and functional leaders, ensuring clear ownership, success measures, enablement, and a path to scale, revise, or discontinue based on results.
• Partner with HR, Performance, and Finance leaders to assess implications for roles, skills, capacity, organizational design, workforce planning, and resource allocation. Establish measurement frameworks and reporting that connect AI initiatives to business outcomes, including productivity, quality, speed, adoption, cost, recovered capacity, and realized value.
• Own LogicMonitor's strategic AI partnerships, including relationships with OpenAI and other external providers, ensuring effective coordination, performance management, and alignment with company priorities. Evaluate emerging technologies and ensure initiatives meet applicable compliance, privacy, security, and responsible AI standards.
• Own AI Transformation as a V2M2 strategic initiative, establishing governance, accountability, milestones, decision processes, and cross-functional commitments. Prepare executive updates and quarterly Board materials that communicate progress, impact, challenges, resource needs, decisions, and next steps.

What You'll Need

• Bachelor's degree in Computer Science, Information Systems, Business, Operations, Organizational Development, Finance, Engineering, or a related field.
• MBA or relevant master's degree preferred.
• 10+ years of experience in digital transformation, business transformation, operations, strategy, consulting, technology implementation, workforce transformation, or a related field.
• 5+ years of experience leading AI, automation, analytics, digital labor, or technology-enabled operating model initiatives.
• Proven track record of moving AI or digital transformation initiatives from strategy and discovery through implementation, adoption, measurement, and scale.
• Demonstrated experience leading cross-functional initiatives involving senior executives, Finance, HR, IT, and business or functional leaders.
• Strong understanding of AI, automation, analytics, workflow redesign, and their practical application in a corporate environment.
• Experience developing business cases, pilot plans, measurement frameworks, and recommendations based on operational and financial evidence.
• Experience with change management, manager enablement, workforce planning, organizational design, or employee adoption.
• Experience evaluating technology or AI vendors and managing strategic external partnerships.
• Strong financial and analytical skills, including the ability to connect operational improvements to business value and workforce or investment decisions.
• Excellent written and verbal communication skills, including experience preparing executive- and Board-level materials.
• Strong leadership, stakeholder management, prioritization, and decision-making skills.
• Ability to influence without direct authority and drive accountability across a matrixed organization.
• Ability to translate complex concepts into clear recommendations, practical plans, and measurable actions.
• Highly organized, action-oriented, and comfortable operating in an ambiguous and rapidly changing environment.

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• Anticipated Application Close Date: 01 /18/26