Oliver James Associates

Compensation

Full Description

Job Description Executive Assistant to the CEO & CUO Location: East Coast, US (remote within EST only) Supports: CEO The Company A fast-growing, privately backed speciality (re)insurer operating in the legacy and run-off market, with a focus on acquiring prior-year non-life liabilities. With a strong track record of portfolio transfers and recent acquisitions across Europe and North America, the firm is scaling in key markets while leveraging technology, automation, and AI to streamline operations. Known for its collaborative culture, emphasis on accountability, and innovative approach, the company offers a dynamic environment for professionals looking to work closely with senior leaders, investors, and global stakeholders during an exciting phase of expansion. The Role We are seeking a highly experienced Executive Assistant (EA) to support the CEO and Chief Underwriting Officer. This is a critical role within the global executive team, requiring discretion, professionalism, and the ability to adapt seamlessly across diverse personalities and fast-changing priorities. Key Responsibilities • Provide high-level administrative support to the CEO and CUO, including complex scheduling across multiple time zones, travel coordination, and expense management. • Coordinate Board and Executive Committee meetings, including agendas, materials, and minute-taking. • Liaise confidently and professionally with senior external stakeholders. • Oversee and coach a Team Assistant, ensuring smooth delivery of administrative support across the business. • Support multiple senior executives and business development leaders with meeting logistics, travel, and ad hoc requests. • Draft, prepare, and review executive-level documents and presentations. • Act as a trusted partner to the leadership team-balancing pragmatism, adaptability, and discretion. • Identify opportunities to streamline processes, improve efficiency, and introduce best practices within the executive support function. Key Requirements & Candidate Profile • Proven experience as an Executive Assistant supporting C-suite leaders in a property & casualty (P&C) insurance or reinsurance company, with additional exposure to office management responsibilities. • Direct P&C industry experience is essential - candidates without an insurance background cannot be considered. • Strong organizational skills with the ability to manage competing priorities, make sound decisions, and pivot quickly in a fast-paced environment. • Exceptional attention to detail combined with professionalism, discretion, and the ability to handle sensitive information. • Outstanding communication and interpersonal skills, with the ability to adapt to different personalities and build credibility with senior stakeholders. Application Process Please note: due to the high volume of applications, only candidates with the required insurance industry experience and skill set will be considered. To apply, please submit your application directly through the provided channels. Applications via email, phone, or text will not be considered.