Enterprise Account Executive

This is a rare opportunity to join a fast-growing, mission-led business that's transforming how people access financial advice. We partner with HR and Reward teams to bring financial wellbeing into the workplace - helping employees feel more confident, secure and in control of their financial futures. You'll be at the heart of our growth journey, working with progressive, people-focused businesses who want to do better by their employees. You'll sell a product that genuinely improves lives - and you'll be surrounded by a team that moves fast, thinks sharply, and cares deeply about the mission.

About Octopus Money

At Octopus Money, we're on a mission to make money advice accessible to all - because the right advice can turn your life dreams into reality.

The facts are alarming: half of Brits reach retirement age without enough money to live the life they want, financial stress is a leading cause of poor mental health and only 8% of us have access to 1-to-1 advice.

There's plenty of information out there, but most of us just wish that someone we trust would tell us what to do with our money!

With Octopus, you get a personalised plan and a friendly expert to help you make it happen. We combine advisers, coaches and technology to understand your situation and recommend the right steps for your savings, investments, pensions and more. Then, we make it easy to invest in a custom portfolio, managed by experts.

To transform millions of lives, we need a movement - so whether you're a workplace supporting your employees' financial health or a firm that wants to offer affordable advice to your customers, we hope you'll join us.

We believe everyone deserves personal, 1-to-1 advice with their money.

The role and opportunity

You'll be responsible for driving new business with enterprise companies across the UK, typically with 5000+ employees. You'll identify opportunities, source your own deals, manage the end-to-end sales process, and build trusted relationships with HR and Reward leaders. This isn't just another sales role - it's a chance to be part of something that genuinely matters, and to play a key role in building a category-defining business.

Deals are typically long, complex, involve multiple stakeholders and require strong relationship building. You'll excel if you enjoy this and thrive in this environment. You focus on the long name and don't need the short-term wins. As an early-stage business, you will also wear many hats - from outreach to multi-threading to hosting events to iterating the sales narrative to helping negotiate contracts to working with tech and operations to find a solution that works for your customer.

Day to day you will

• Own the full sales cycle from initial outreach to close
• Research, plan, and collaborate with the SDR and marketing team to create outreach campaigns for our target accounts in financial services, professional services, legal, recruitment, media, and tech
• Lead discovery conversations that challenge and educate HR and Reward teams
• Tailor our value proposition to specific client needs and sectors
• Build a tailored business case connecting our solution to the business objectives
• Build and nurture a high-quality pipeline of enterprise opportunities
• Consistently hit and exceed revenue targets
• Lead and coordinate internal resources, including SDR, operations, and launch/success teams, to ensure seamless deal delivery
• Monitor and analyse market trends, competitor activities, and industry developments to identify new business opportunities and stay ahead of the competition
• Participate in client-facing activities such as dinners, breakfasts, and industry events to strengthen client relationships and drive engagement
• Provide regular feedback and insights to the product development team based on client needs and market demand, contributing to continuous improvement and innovation

A genuine desire to help peopleWe are a mission-driven business, so it's important that you can demonstrate a strong desire to help people and improve their lives.

Be a challengerYou're not afraid to push your prospects' thinking and add real value to the conversation. You bring creativity to break through the noise - outreach, messaging, or deal strategy, you find smart, creative, original ways to stand out and move things forward.

Own your destinyYou're outcome-driven, motivated by performance, and take full responsibility for your number. You find creative ways to hit your goals, even if that means rolling up our sleeves and doing manual tasks before we've managed to fully automate them. You should have a bias towards action and getting things done.

Move with urgency and focus
You don't wait to be told what to do; you take initiative and make things happen. You prioritise what matters and know how to close a deal without distraction.

Build relationships that stick
You're confident engaging senior stakeholders, including C-suite, and you earn trust through credibility and insight. You're not afraid to reframe a problem or steer the conversation, but always with the customer's best interest at heart.

Tell stories that captivate
You know how to bring a proposition to life, make it relevant, and hold the attention of busy decision-makers.

Necessary requirements

• 5+ years experience in a 360 or closing role with enterprise accounts
• Proven experience selling a consultative solution
• Track record of selling into long, complex, multi-stakeholder sales cycles

Nice to have (but not necessary)

• Experience selling to HR buyers in the workplace

In return for your contribution we offer a base salary of £65,000 - £75,000 DOE + 50% commission + accelerators for exceeding targets