Executive Assistant

Executive Assistant to the CEO

Location:

Maidstone Office with travel to London City (2-3 Days)

Employment type:

Permanent, Full-time

Salary: £50,000 - £60,000 DOE + Travel expenses + Bens

Are you an experienced Executive Assistant who thrives on being a true right-hand support to a CEO?

Do you enjoy working in a fast-moving, relationship-driven environment where trust, discretion and initiative really matter?

Are you someone who anticipates what’s needed before it’s asked, keeps plates spinning calmly, and enjoys being at the heart of a unique, growth business?

If so, this could be a standout next step.

Sirius Search is exclusively partnering with a highly regarded, successful and entrepreneurial business operating within the insurance sector to recruit an Executive Assistant to the CEO
. What sets them apart is their hands‑on, people‑first approach, comprised of a collaborative team of industry professionals who genuinely roll up their sleeves to support growth ambitions.

The business has a strong reputation, a clear growth agenda, and a culture built on trust, integrity and delivery.

This is a true 1:1 Executive Assistant role
, providing high‑level, confidential and proactive support to the CEO, while also working closely with the wider leadership team.

You will be central to the smooth running of the CEO’s office — managing priorities, coordinating activity, and acting as a trusted point of contact internally and externally.

• Proactive and complex diary management, ensuring effective prioritisation
• Travel planning and booking, including some international arrangements
• Coordinating executive activity across the leadership team
• Preparing agendas, papers and presentations ahead of meetings
• Accurate minute‑taking and action tracking
• Planning and supporting executive meetings and events
• Monitoring deadlines and following up on key actions
• Supporting confidential projects and strategic initiatives]
• Providing ad‑hoc support to the Executive Chairman when required

• Minimum 5 years’ experience in a senior Executive Assistant role, supporting at CEO level
• Experience with in insurance or financial services would be highly advantageous
• Highly organised, detail‑focused and comfortable managing competing priorities
• Confident using Microsoft Office and digital tools to streamline processes
• Discreet, professional and trusted with sensitive information
• Strong written and verbal communication skills
• Calm, solutions‑focused and able to adapt quickly to change
• Comfortable working onsite across City of London and Maidstone, Kent locations (likely Mondays and Fridays in Maidstone and flexibility required on both locations Tues‑Thurs)

• A trusted, visible role working closely with an impressive CEO
• A collaborative, values‑led culture
• Exposure to strategic decision‑making and business growth
• A professional yet social, friendly environment where you will be genuinely valued
• Competitive salary and benefits
• Private medical
• 25 days holiday + BH
• Discretionary bonus
• Travel expenses

If you’re looking for a role where you can truly make an impact, build long‑term relationships and be part of a business that values people as much as performance, please forward your CV today to Cressida Courtney or apply online.

Due to the volume of applications we receive, we may not be able to respond to every applicant individually. Please know that we carefully review each application and will reach out if your qualifications align with the vacancy.