Executive Assistant

We insure small businesses and enable big dreams – not just for our customers, but for our people and communities too. With over 1,000,000 active insurance policies, we protect builders, bakers, landlords and more than 1,200 other trades. We’re a technology company as well as one that sells insurance. That means we build, we fail, we learn and we improve. Through our global social impact strategy, called 'The Big Dreams Project’, we're working to help 10,000 small businesses start or grow by 2030.

What Is the Opportunity? We’re looking for a strategic powerhouse to join our London-based Management Support Team on a fixed-term basis from 13th July 2026 to 11th June 2027. You’ll be providing first-class orchestration for seven of our senior leaders, acting as the primary point of contact and a "master gatekeeper." This role is about more than just booking meetings; it’s about protecting our leaders' time and ensuring the right priorities always stay at the top of the pile.

What makes this role different is the level of project ownership and cultural influence you’ll have. You won’t just be sitting on the sidelines; you’ll conduct research, manage business-impact projects, and play a pivotal role in our social committees—helping to plan everything from team away days to our annual festive party. You’ll be joining a positive, outgoing team that works at pace to support the big dreams of small businesses.

As one of our Executive Assistants, you’ll:

• Proactively manage intensive diaries, expertly juggling complex meeting logistics and room availability.
• Coordinate intricate international travel itineraries, including flights, hotels, visas, and ground transport.
• Lead the logistics for events and offsites, from sourcing innovative venues to managing budgets.
• Produce high-impact presentations and reports for both internal and external audiences.
• Oversee financial and office administration, including managing expenses, raising purchase orders, and ordering catering.

We’re looking for someone who is:

• Well-established in supporting leaders at a senior Executive Assistant or PA level.
• A Google Suite expert—you must have professional experience managing workflows specifically in Google Docs, Sheets, and Slides (rather than Microsoft Office).
• A communication master who speaks in plain English and can build relationships with diverse stakeholders.
• An organisational powerhouse with a proven ability to manage high volumes of work under tight deadlines.
• A person of high integrity and honesty, comfortable handling sensitive leadership information.
• A process innovator with a track record of suggesting and implementing tools to improve team efficiency.

We encourage people of all different backgrounds and identities to apply. We are committed to maintaining an inclusive, supportive place for you to be you and do your very best work.

By driving operational excellence and providing world-class support to our leadership team during this contract, you’ll be at the heart of our mission to enable big dreams for small businesses. Apply today.

What are the benefits of working at Simply Business:

• We offer a great work-life balance where workloads are manageable and everyone has the flexibility to work hybrid.
• On top of the 25 days annual leave (plus bank holidays), we offer the option to buy five more days of holiday with your flexible benefits.
• Our flexible parental leave allows you to approach an important time how you want - with six months full pay to the primary caregiver and four weeks full pay if you're the secondary caregiver.
• Our life event leave is an extra days leave every two years for those big moments in your life like moving house or your birthday. And our long-serving employees get a two week paid sabbatical after five years of service, then four weeks off after ten years of service.
• Private medical insurance through BUPA, that covers any pre-existing condition is a core benefit. Plus a health cash plan that covers your everyday medical expenses.
• We offer a competitive salary based on your experience and the current market. Plus the potential to earn an annual bonus based on performance.
• Access to tools to support your personal development on our dedicated learning platform. As well as support for your mental health with access to counselling.
• We match what you put into your pension up to five per cent. And pass on a tax-free sum that's four times your basic salary with our life assurance policy, with the option to increase it to ten times through our flexible benefit scheme.
• Our salary sacrifice car scheme gives you the option to buy a brand new, fully insured, and maintained car for a convenient fixed monthly amount taken from your gross salary (after 6 months service).
• Our flexible benefits scheme gives you an allocated amount to use each year on benefits like critical illness cover, dental insurance, travel insurance, or a gym membership.

Ready to join us and drive our success as a high-performing team? Apply today.

Simply Business is committed to providing equality and opportunities for all employees and candidates considering a career with us. We offer a workplace where colleagues are treated with respect and dignity. We don’t (and won’t) discriminate either directly or indirectly on the grounds of race, colour, religion, belief, political opinion, disability, nationality, ethnic origin, sex, sexual orientation or relationship status at any stage of the hiring process or during the course of your employment.