Executive Assistant

We’re Octopus Legacy: one of the fastest growing tech companies in the country, part of the UK’s most exciting and best-trusted group (you may have heard of some of our sister companies…) and we have a mission.

We’re on a path to scale, aiming to become a household name while transforming a long-established industry and helping our customers prepare for, and find support after, death.

But we can’t do it alone, and that’s why we’re assembling a team of top performers to build with us.

Ready to be part of something big?

We’re looking for an ambitious and energetic Executive Assistant who’s excited by the idea of working in a fast-paced, high-growth startup. This is a great opportunity for someone with PA or EA experience who’s ready to step into a role with more responsibility, supporting a founder operating at full speed.

You’ll be the go-to person for our Founder, Sam, keeping things organised, running smoothly, and moving forward. One day you might be wrangling calendars and emails, the next coordinating team events or jumping on a special project - no two days will look the same.

We need someone who loves the variety that comes with startup life, can stay calm under pressure, and gets things done.

• Own and expertly manage the founder’s calendar, ensuring meetings, calls, and appointments run smoothly and efficiently.
• Manage inbox correspondence, drafting responses, prioritising requests, and ensuring nothing important is missed.
• Support core business operations including payroll, invoices, and expenses, with a strong focus on accuracy and deadlines.
• Plan and deliver team events, all‑hands meetings, and team‑building activities that bring people together and keep energy high.
• Keep the office running seamlessly, from managing supplies and mail to handling last‑minute and ad hoc requests.
• Take the lead on creating a fun, engaging, and collaborative workplace culture that people genuinely enjoy being part of.
• Jump into ad hoc tasks and special projects, adapting quickly to the evolving needs of a fast‑paced startup.

We’re looking for someone who thrives in the fast‑paced, all‑hands‑on‑deck energy of a startup and has the following standout qualities:

• Several years’ experience in a PA or EA role, ideally supporting busy teams or senior leaders.
• Highly organised, able to juggle multiple priorities effortlessly while keeping every detail in check – from financial accuracy to diary management, nothing slips through the cracks.
• Trusted with confidentiality, handling sensitive documents, payroll, and financial transactions with absolute discretion.
• A proactive problem‑solver who sees challenges as opportunities and thinks two steps ahead, finding smarter ways to get things done.
• A clear communicator who keeps things simple, direct, and effective.
• Adaptable and flexible, thriving when priorities shift and ready to roll up your sleeves to jump in wherever needed.
• A collaborative team player who brings a positive attitude, builds a sense of community, and helps create an inspiring workplace.

Octopus Legacy is the place to plan for death and find support after loss. When people think about planning for death they think about wills, life insurance and funerals. We take these cold processes and turn them into something more human. Share more than money: leave voice notes, music, recipes. Shape a legacy that connects you while you’re here. And after you’re gone.

Founded by Sam after his mum died suddenly, we’re a group of people who work in death because we’ve been affected by it. We know the difference a good plan makes, and what it’s like when there isn’t one.

Death can come between us, leaving mess, legal fees, frustration. But it can also make us stronger. We see a world where people talk openly about death, and work out the real meaning of legacy, one that connects to them. We’re here to make that world happen.

• Hybrid working (London Bridge).
• Flexible holiday + extra day off for your Birthday.
• Work from anywhere in the world for up to 4 weeks per year.
• Vitality Health & Life Insurance.
• Enhanced parental leave.
• Free Will & LPAs + discounts on other Octopus services.
• Cycle to Work Scheme and access to the Electric Vehicle (EV) Salary Sacrifice Scheme.
• Octopus Giving: we match any charitable fundraising that you do up to £500.
• Octopus Springboard:
  where we help our employees become fully‑fledged entrepreneurs
  .
• Dog friendly office.
• Breakfast every day, snacks and wellness activities.

We know that to be truly innovative, we need to have a diverse team around us. That is why Octopus Legacy is committed to creating an inclusive environment and is proud to be an equal opportunity employer.