Director, AI Training and Development

Role Responsibilities

• Curriculum Strategy & Content Management: Define and maintain a structured AI upskilling curriculum spanning foundational literacy, platform-specific skills, and advanced use case development, tailored to investment professionals, portfolio company operators, and functional leaders. Direct the development of training materials (slide decks, hands-on exercises, quick-reference guides, video walkthroughs, assessments) in partnership with third-party training providers, supplementing with internally created content where firm-specific context or rapid turnaround demands it. Ensure all content is continuously refreshed to keep pace with AI platform evolution, new model releases, and shifting best practices. Build role-specific learning paths connecting AI capabilities to concrete business outcomes (e.g., deal team due diligence, operational efficiency, finance automation).
• Third-Party Partner Coordination & Vendor Management: Serve as primary liaison with external training partners who develop the majority of program content. Manage scope, timelines, deliverables, and quality. Evaluate, select, and onboard vendors; negotiate contracts and manage performance against defined KPIs. Direct partners to customize content to reflect H.I.G.’s specific AI platforms, governance policies, use cases, and organizational context. Review and approve all partner deliverables for accuracy and relevance.
• Training Operations & Direct Delivery: Own the end-to-end training process: maintain firm-wide and portfolio company training calendars, manage participant scheduling and communications, coordinate platform access, and ensure post-session follow-up. Deliver AI training sessions directly, particularly for firm-specific platforms, workflows, and governance requirements. Facilitate workshops, office hours, and hands-on labs that build participant confidence. Maintain power-user-level knowledge of H.I.G.’s enterprise AI tools (Claude Enterprise, ChatGPT Team/Enterprise, ToltIQ, and emerging platforms), including all major features, integrations, and configuration options. Manage training compliance reporting, tracking completion requirements and ensuring all mandatory programs are delivered on schedule.
• Program Measurement, ROI Tracking & Adoption Analytics: Define and own training program KPIs: completion rates, participant satisfaction, knowledge retention, post-training platform adoption, and usage growth metrics. Build and deliver recurring ROI reporting to H.I.G. leadership, quantifying business impact of upskilling programs (e.g., productivity gains, time savings, workflow adoption rates) across both the firm and portfolio companies. Use adoption data and participant feedback to identify skill gaps, refine curriculum, and make data-backed recommendations for future training investments.
• Change Management & Upskilling Strategy: Partner with H.I.G.’s GenAI Champions network and Strategy & Transformation Operating Partners to embed AI upskilling into broader digital transformation initiatives. Collaborate with training partners to develop enablement campaigns (newsletters, tip sheets, use case libraries) that reinforce training and sustain adoption momentum between formal sessions. Identify and cultivate internal AI power users who can serve as peer coaches and adoption accelerators within their teams.

Requirements & Qualifications

• Education & Background: Bachelor’s degree in Business, Education, Communications, Information Systems, or a related field; advanced degree or certifications in L&D, instructional design, or technology management are a plus. Prior experience in private equity, financial services, consulting, or technology companies operating across multiple business units is strongly preferred.
• Technical Fluency: Power-user-level proficiency across enterprise AI platforms (e.g., Claude, ChatGPT, Gemini, Copilot) with comprehensive knowledge of features, configuration options, and integrations. Strong understanding of prompt engineering techniques, AI governance and acceptable use frameworks, and the practical differences between major AI platforms. Experience with learning management systems (LMS), training analytics, and content authoring tools.
• Execution & Delivery: Proven ability to manage complex, multi-stakeholder training programs with competing timelines and diverse audiences. Track record of measuring training effectiveness and ROI, and using data to continuously improve program outcomes. Comfortable managing multiple concurrent workstreams across firm-side and portfolio company engagements.
• Mindset & Cultural Fit: Genuinely curious about AI and emerging technology; actively experiments with new tools and stays current on the rapidly evolving landscape. Strong executive presence and facilitation skills; comfortable presenting to senior leadership, investment professionals, and portfolio company C-suite executives. Highly organized with a bias toward action; able to balance strategic curriculum planning with operational demands of calendaring, compliance tracking, and vendor management. Collaborative and adaptable; builds trust quickly across diverse stakeholder groups and thrives in fast-paced, multi-entity environments.