Mid Market Account Executive, Octopus Money

• 3+ years experience in a 360 or closing role with mid-market accounts
• Proven experience selling a consultative solution
• A genuine desire to help people We 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 challenger You’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 destiny You'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

Desirable

• You’ll be responsible for driving new business with mid-market companies across the UK, typically with 500–5,000 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 complex, involve multiple stakeholders and require strong relationship building. You’ll excel if you enjoy this.
• 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
• 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 mid-market 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