Careers

Head of Sales

London, England, United Kingdom

The Company

Octopus Legacy is the place to plan for death and find support after loss.

Having been on our own startup journey, Octopus Group recently bought a stake in our company to supercharge our growth, and now we’re one of the fastest growing companies within the UK’s most exciting group (you may have heard of some of our sister companies…)

With our new brand, the Octopus platform at our disposal and a Top Secret plan to achieve radical scale we’re already transforming the way that people experience the process of planning for and dealing with death. 

We’ve assembled a crack team to prepare us for that scale, and you could be the missing piece we’re looking for - help us achieve that scale by building out our sales team and driving our growth?

The Role

We’re looking for a top leader to be our Head of Sales and build out our D2C team (we call them Estate Planners). You’ll assemble and spearhead the conversion engine for our acquisition strategy and existing inbound channels. 

You’ll have responsibility for hiring, training and growing a team of super-star Estate Planners (which could grow beyond 80 within the next 24 months), taking a consultative approach to customers during an extremely sensitive period in their lives.

You’ll be a strategic thinker with a hands-on approach, have a deep understanding of the sales process within a high growth environment, strong leadership skills, and the ability to drive a team towards achieving sales targets and revenue goals. You will be responsible for developing and implementing effective sales strategies, managing the sales team, and building strong relationships with clients and stakeholders.

This is a great opportunity for someone who thrives in a fast-paced environment, relentlessly pursues new opportunities, consistently exceeds targets and wants to make a big impact.

Key Responsibilities:

You’ll deliver on our revenue targets for our D2C channels - which will see you:

  • Maintain understanding of the industry and customer problem, as well as relevant financial and legal topics, in order to effectively assist customers and answer their inquiries. 
  • Recruit, train, and manage a high-performing sales team. 
  • Set clear objectives, provide coaching, and foster a collaborative team culture, while maintaining the highest standards of client service.
  • Develop and implement effective sales strategies to drive revenue growth and expand market presence.
  • Continuously evaluate and improve sales processes to enhance efficiency and the customer experience.
  • Build and maintain strong relationships with key customers and stakeholders to ensure customer satisfaction and retention.
  • Track sales metrics, provide regular sales reports and performance analysis to the executive team. Use data-driven insights to inform decision-making.
  • Work closely with other departments such as marketing, product, and customer service 
  • Manage sales budgets and allocate resources effectively 

Who Are You?

You want to build and grow your own team at a high growth startup and implement the distilled lessons of your career so far. You have a personal growth mentality, with a hunger to learn. Autonomy doesn't scare you, and being self-sufficient and happy to come up with solutions to problems on your own is attractive to you.

  • Proven experience in D2C Head of Sales or similar leadership role, preferably within a startup or high-growth environment.
  • Demonstrated success in driving sales growth and achieving revenue targets.
  • Strong leadership and team management skills with the ability to inspire and motivate a sales team.
  • Excellent strategic planning and execution skills. Ability to think creatively and solve problems effectively.
  • Proficiency in sales analytics and CRM software (Hubspot preferred).
  • Strong problem-solving and decision-making abilities.
  • Excellent communication and interpersonal skills, with a natural ability to build rapport and trust with customers. 
  • Highly organised, detail-oriented, and able to manage multiple priorities effectively.

Our Mission

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, leave 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

Benefits:

  • Flexible working: 3 days in the office (London, Holborn) 
  • Work from anywhere in the world for up to 4 weeks per year.
  • An extra holiday day for your birthday
  • Life insurance, Health insurance, Will & LPAs
  • Enhanced parental leave
  • Octopus share incentive scheme 
  • 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.

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.

Related Roles

Join the team.

We’re tackling some of the biggest taboos surrounding death. Together, we can help to make some of the toughest times in people’s lives easier.

Sales Development Representative - IFA

Sales Executive - Estate Planning