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- Tasks: Provide high-level support to the CEO and manage executive activities.
- Company: Dynamic insurance business with a people-first culture.
- Benefits: Competitive salary, private medical, 25 days holiday, and discretionary bonus.
- Why this job: Be at the heart of a growing business and make a real impact.
- Qualifications: 5+ years as an Executive Assistant, ideally in insurance or finance.
- Other info: Collaborative environment with opportunities for strategic involvement.
The predicted salary is between 50000 - 60000 £ per year.
Location: Maidstone Office with travel to London City (2-3 Days)
Employment type: Permanent, Full-time
Salary: £50,000 - £60,000 DOE + Travel expenses + Benefits
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.
The opportunity: 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.
The role: 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.
Key responsibilities:
- 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
What you will bring:
- Minimum 5 years’ experience in a senior Executive Assistant role, supporting at CEO level
- Experience within 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)
What’s on offer:
- 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.
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.
Executive Assistant in Maidstone employer: Sirius-search
Contact Detail:
Sirius-search Recruiting Team
StudySmarter Expert Advice 🤫
We think this is how you could land Executive Assistant in Maidstone
✨Tip Number 1
Network like a pro! Reach out to your connections in the industry and let them know you're on the hunt for an Executive Assistant role. You never know who might have the inside scoop on opportunities or can put in a good word for you.
✨Tip Number 2
Prepare for those interviews by researching the company and its CEO. Understand their values and goals, and think about how your skills can help them achieve their vision. This will show that you're not just another candidate, but someone who genuinely cares about their success.
✨Tip Number 3
Practice your pitch! Be ready to explain how your experience aligns with the role of an Executive Assistant. Highlight your organisational skills and ability to manage competing priorities, as these are key in supporting a busy CEO.
✨Tip Number 4
Don't forget to apply through our website! It’s the best way to ensure your application gets seen by the right people. Plus, it shows you're serious about joining a company that values growth and collaboration.
We think you need these skills to ace Executive Assistant in Maidstone
Some tips for your application 🫡
Tailor Your CV: Make sure your CV is tailored to the Executive Assistant role. Highlight your experience supporting CEOs and managing complex diaries, as this is what we’re really looking for!
Showcase Your Skills: Don’t forget to showcase your organisational skills and attention to detail. We want to see how you’ve successfully managed competing priorities in previous roles.
Craft a Compelling Cover Letter: Your cover letter is your chance to shine! Use it to explain why you’re the perfect fit for our fast-paced environment and how you can contribute to our growth ambitions.
Apply Through Our Website: We encourage you to apply through our website for a smoother application process. It helps us keep track of your application and ensures you don’t miss any important updates!
How to prepare for a job interview at Sirius-search
✨Know Your CEO
Before the interview, do some research on the CEO and the company. Understand their vision, values, and recent achievements. This will help you tailor your responses and show that you're genuinely interested in supporting them.
✨Master Diary Management
Be prepared to discuss your experience with complex diary management. Think of specific examples where you successfully prioritised competing demands. Highlight any tools or techniques you used to keep everything running smoothly.
✨Showcase Your Discretion
As an Executive Assistant, discretion is key. Be ready to share examples of how you've handled sensitive information in the past. This will demonstrate your professionalism and trustworthiness, which are crucial for this role.
✨Prepare for Scenario Questions
Expect scenario-based questions that assess your problem-solving skills. Think about situations where you had to adapt quickly or manage unexpected changes. Practising these scenarios will help you respond confidently during the interview.
