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Barbara Padega

Barbara Padega

Chief Compliance & Operating Officer & Counsel
B.A. (Hons), L.L.B.

Barbara is a dynamic business leader and legal strategist, driving operational excellence at Leeward Management Limited. Known for her innovative approach and ability to transform challenges into opportunities, Barbara oversees the company’s legal, compliance, and operational functions with a focus on governance, efficiency, and growth. As a key decision-maker, she combines deep legal expertise with commercial insight to develop strategies that enhance efficiency and deliver measurable results.

Her career is rooted in leadership roles across top-tier offshore financial services firms. As Global KM Director at Appleby, Barbara spearheaded the firm’s knowledge strategy, building a cohesive framework to manage precedents, know-how, and client policies. Her strategic leadership fostered long-term partnerships with global financial institutions and multinational corporations, reinforcing the firm’s reputation as a trusted adviser.

At Conyers Dill & Pearman, Barbara led transformative initiatives, including the development of a global knowledge system integrating legal and fiduciary services. Her contributions to market expansion showcased her precision and strategic vision in identifying and seizing new opportunities.

Barbara’s career began in litigation at Lerners in Canada, where she handled complex, high-stakes cases that demanded precision, analytical rigour, and strategic foresight. She now channels these skills into every aspect of her role at Leeward.

Barbara’s leadership philosophy is grounded in collaboration, adaptability, and a genuine commitment to empowering those around her. Known for her sharp sense of humour and approachable demeanour, Barbara fosters a culture of trust and openness, making her both a strong leader and a supportive mentor. With her unique blend of legal expertise and commercial insight, Barbara consistently delivers results that inspire confidence and drive meaningful progress.

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