At a Glance
- Tasks: Lead a dynamic sales team, driving pipeline generation and closing deals.
- Company: Join trumpet, a fast-growing tech company transforming sales with innovative solutions.
- Benefits: Enjoy 25 days annual leave, shared ownership, and hybrid working options.
- Other info: Work in a vibrant culture that values ambition, user obsession, and feedback.
- Why this job: Be part of a pivotal growth phase and shape the future of sales technology.
- Qualifications: 18 months+ leadership experience in B2B SaaS sales and strong communication skills.
The predicted salary is between 80000 - 100000 € per year.
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. 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
Head of Sales employer: trumpet ?
At trumpet, we pride ourselves on being an exceptional employer that fosters a dynamic and inclusive work culture in the heart of London. With a strong focus on employee growth, we offer robust coaching opportunities and shared ownership, allowing you to be part of our transformative journey in sales technology. Our hybrid working model ensures flexibility while maintaining a collaborative environment, making trumpet an ideal place for ambitious individuals looking to make a meaningful impact.
StudySmarter Expert Advice🤫
We think this is how you could land Head of Sales
✨Tip Number 1
Network like a pro! Get out there and connect with people in the industry. Attend events, join online forums, and don’t be shy to reach out on LinkedIn. You never know who might have the inside scoop on job openings or can refer you directly.
✨Tip Number 2
Prepare for those interviews! Research trumpet and understand our mission and values. Be ready to discuss how your experience aligns with our goals. Practise common interview questions and think about how you can showcase your leadership skills in sales.
✨Tip Number 3
Follow up after interviews! A quick thank-you email can go a long way. It shows your enthusiasm for the role and keeps you fresh in the interviewer's mind. Plus, it’s a great chance to reiterate why you’re the perfect fit for the team.
✨Tip Number 4
Apply through our website! It’s the best way to ensure your application gets seen by the right people. Plus, you’ll get a feel for our culture and values right from the start. Don’t miss out on the chance to be part of something big at trumpet!
We think you need these skills to ace Head of Sales
Some tips for your application 🫡
Show Your Passion for Sales:When you write your application, let your love for sales shine through! We want to see that you're not just looking for a job, but that you're genuinely excited about transforming the sales landscape with us.
Tailor Your Experience:Make sure to highlight your relevant experience in B2B SaaS sales and team leadership. We’re keen on seeing how your background aligns with our goals, so don’t hold back on showcasing your achievements!
Be Clear and Concise:We appreciate clarity, so keep your application straightforward. Use simple language to explain your skills and experiences, making it easy for us to see why you’d be a great fit for trumpet.
Apply Through Our Website:Don’t forget to apply through our website! It’s the best way for us to receive your application and ensures you’re considered for this exciting opportunity to join our growing team.
How to prepare for a job interview at trumpet ?
✨Know Your Sales Methodologies
Familiarise yourself with structured sales methodologies like MEDDPICC, as they are crucial for the role. Be ready to discuss how you've applied these methods in your previous positions and how they can benefit trumpet's sales process.
✨Showcase Your Leadership Skills
Prepare examples of how you've successfully led teams in a B2B SaaS environment. Highlight specific instances where you drove performance and achieved targets, as this will demonstrate your capability to inspire and motivate your future team.
✨Understand the Buyer Journey
Since trumpet focuses on transforming the buyer journey, be prepared to discuss your insights into buyer behaviours and how you can leverage digital sales rooms to enhance customer experiences. This shows that you align with the company's mission.
✨Emphasise Cultural Fit
Research trumpet's values and think about how your personal values align with theirs. Be ready to share how you prioritise culture within your team and how you can contribute to a positive work environment, as this is key for their growth.
