Chief of Staff, Strategic Initiatives & Technology Enablement

The Company is seeking a senior leader to serve as Chief of Staff to the CEO while leading strategic initiatives and technology enablement for a region. The role includes managing the executive operating cadence, preparing board and investor materials, driving cross-functional decisions, and leading executive communications and change management. The successful candidate will work with local teams to identify technology needs, prioritize initiatives, build business cases, and guide system migrations, implementations, and acquisition-related technology integration. Additional responsibilities include managing the regional technology budget, advancing AI and automation adoption, evaluating vendors, and developing a multi-year technology roadmap. Candidates should have at least seven years of progressive experience, including people leadership and a track record of delivering technology, automation, or AI initiatives through adoption. Experience with technology diligence, system migrations or integration in an acquisitive environment, process mapping, business cases, executive operating rhythms, and budget management is required. The role calls for strong communication and influencing skills, comfort working in a decentralized and fast-changing environment, and the ability to build trust with both operators and technical teams. A bachelor’s degree is required; an MBA and experience in a private equity-backed environment are preferred.