Holly Leonard

I lead at the intersection of people, process, and performance, helping organizations translate strategic intent into consistent execution.

Over the past 18+ years, I’ve worked across startups, nonprofits, and mission-driven technology companies, building the operating infrastructure that supports sustainable growth.

My work is grounded in clarity: aligning teams around priorities, establishing operating discipline, and ensuring leaders have reliable visibility into performance.

Where I add the most value:

Leading organization-wide OKR frameworks that connect strategy, execution, and accountability

Designing systems that align product, data, and operations as companies scale

Managing multi-million-dollar budgets across climate, finance, and technology portfolios

Building KPI and reporting structures that support sound decision-making

I’m most effective in growth-phase environments where focus, structure, and judgment materially influence outcomes. I’m comfortable working through ambiguity and bringing order to complex, cross-functional challenges.

At the core, I believe strong infrastructure creates the conditions for good leadership, enabling people to execute well, decisions to be made with confidence, and results to compound over time.

Over the past 18+ years, I’ve worked across startups, nonprofits, and mission-driven technology companies, building the operating infrastructure that supports sustainable growth. My work is grounded in clarity: aligning teams around priorities, establishing operating discipline, and ensuring leaders have reliable visibility into performance.

Johnson & Wales University

BA Food service management