As Commercial Director and Executive Team Member at Grays, Jack provided strategic and commercial leadership across a national business with significant operational scale and complexity. He led six business units comprising 45 staff (including six senior leaders), with accountability for divisional performance, capital allocation, operational efficiency, and cultural alignment. Jack was actively involved in board reporting, investment assessments, risk management, and governance planning, including engagement with government agencies and institutional stakeholders on multi-jurisdictional projects.

During his tenure, Jack led the acquisition and integration of two strategic businesses: an international mining equipment provider and a regulated property management firm. He introduced a new customer protection initiative that enhanced compliance, insurance coverage, and profitability, and oversaw a full-scale systems transformation that uplifted governance across customer data, digital workflows, and internal controls. He also spearheaded international market entry into New Zealand, the US, and the UK, managing regulatory structuring and compliance across multiple jurisdictions. Jack successfully delivered a board-endorsed turnaround and cost rationalisation initiative, positioning the business for renewed growth while reinforcing board-aligned decision-making and strategic resilience.