Head of Sales

Location: London, hybrid - 3 days/week in office Reporting line: Reports to CRO The company We are trumpet, a diverse group of ambitious people who’ve come together to transform the world of sales and GTM. We’re building a generational company and we’d love you to join us on this journey. Despite the availability of newer tools, the way teams sell hasn’t changed much in 30 years.

Sales cycles are longer, buyer journeys are more complex, and buying behaviours are evolving rapidly. trumpet is helping 7,500+ companies including HubSpot, Gong, and Personio centralise their buyer journeys and close deals faster with digital sales rooms - interactive and collaborative spaces powered by actionable AI insights. When Gong launched, people questioned call recording. Now it’s essential. trumpet is transforming the asynchronous side of the buyer journey - the 95% that happens without a salesperson in the room.

We’re backed by leading investors including AlbionVC, Lightbird, Triple Point, and Anamcara, and have raised $9m to date. You’ll be joining at a pivotal moment of growth, helping shape the future of our product and category. About the role At trumpet, we fundamentally believe that the best products are built when small, cross‑functional, autonomous teams are empowered to solve business problems as they see fit.

We never assume what our customers want or need but instead, collaborate with them, to steer the ship, and together achieve greater value from our product. We’re obsessed with delivering continuous and progressive value for them to accomplish their goals and tackle their challenges, head‑on. You will be one of the first 50 hires on our fast‑growing team having closed $9m in total to date from leading investors including AlbionVC, Lightbird, Triple Point and Anamcara.

This is a first line management role, leading new business Account Executives doing both high‑velocity closing and larger complex deals, from both inbound and outbound pipeline generation. You’ll drive pipeline generation within your team, be heavily involved in deals and coach and develop the team. The goal of this role is simple: drive ARR to achieve goals while coaching and developing your team while prioritising culture We want everyone at trumpet to be proud of the work they’re doing, enjoy the journey and write their own story.

What you’ll do Lead a team of new business Account Executives closing both small and larger deals Ensure consistent pipeline coverage via a robust outbound machine and signal‑based pipeline generation Partner your team, being heavily involved in deals Run a best in class sales process across your team utilising MEDDPICC with regular deal and account reviews Run a tight ship when it comes to deal management and forecasting Maintain strong CRM hygiene with accurate notes, stages, and next steps across your team What success looks like Achieve ARR and growth goals Driving productivity across the team with high consistency of results across the whole team Your team consistently closes a high volume of deals with short sales cycles while building and closing a strong pipeline of larger deals. Buyers have a smooth, decisive experience - no unnecessary friction or delays Required experience 18 months+ of direct line leadership experience in B2B SaaS sales Managed a team of new business focussed Account Executives selling SaaS solutions direct to end users Evidence of leading a team with strong performance against targets (activity, meetings, or revenue) Familiarity with structured sales methodologies (MEDDICC, Challenger, etc.) Strong organisational skills Clear communicator with the ability to simplify value for customers Comfortable operating in a fast‑paced, high‑activity environment Preferred experience Proven track record as an Account Executive selling SaaS solutions Managed teams and personally worked on both small high‑velocity deals and larger more strategic deals Worked in business focussed SaaS solutions rather than IT/Technical focussed Experience selling to sales, marketing, or revenue teams Working style and culture Hybrid London: 3 days/week in office Love sales and getting involved in deals a sales nerd! A motivational leader with the ability to inspire You value speed and clarity over over‑complication You thrive on activity, momentum, and closing You’re coachable and love learning Company values We are restless and ambitious in the pursuit of growth We obsess over our users We always trust, respect and care for another We are brilliantly bold We are feedback focussed We inspire and take action using data Benefits 25 days annual leave plus local bank holidays plus your birthday off Shared ownership - being part of our journey means you will own a piece of trumpet Hybrid working - remote working and London office #J-18808-Ljbffr