StealthSearch
Head of Sales
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The opportunity
Our client, a growing, profitable, venture-backed fintech, is seeking a Head of Sales to lead its next phase of sales growth.
The company serves finance teams at growing businesses and is preparing for a significant AI agent release. The role combines leadership of an established sales team with the opportunity to shape the commercial approach for a new product.
Reporting to the COO and Co-founder, the successful candidate will lead nine full-cycle Account Executives and an established Revenue Operations function.
The role
The sales team has an effective outbound motion and generates strong pipeline. The Head of Sales will focus on developing AEs, improving sales execution and building a team that can scale.
This is a hands-on leadership position suited to someone who enjoys coaching, working through live opportunities and joining customer conversations. The role carries no personal sales quota; variable compensation will be linked to team performance.
Key responsibilities include:
- Coaching and developing AEs across the full sales cycle, from prospecting and discovery through to negotiation and close.
- Driving consistent quota attainment through training, deal support and performance management.
- Retaining strong performers and recruiting additional AEs as the team grows.
- Leading Revenue Operations to support forecasting, performance insight and sales execution.
- Collaborating closely with Customer Success and Product.
- Developing and testing the sales approach for the forthcoming AI agent as it moves towards general release, including opportunities with existing customers and new customer segments.
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The candidate
Experience at a spend management business such as Pleo, Payhawk or Spendesk, or a venture-backed SaaS company experienced with an outbound sales motion to SMBs or lower-mid market, would be particularly relevant.
The ideal candidate will bring:
- Experience managing and coaching Account Executives in a startup or growing business.
- A strong understanding of outbound, full-cycle sales to SMB and lower mid-market customers.
- A track record of improving rep performance through practical coaching and effective deal management.
- The judgement to balance individual development, team accountability and hiring.
- An interest in AI and enthusiasm for bringing a new product to market. Previous experience selling AI products is not required.
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The search is open to established Heads of Sales and experienced sales managers ready for their first Head of Sales role, particularly those who have developed under strong sales leadership.
Why this opportunity?
The successful candidate will inherit an established team, strong pipeline and a developed Revenue Operations function, with budget to expand the sales team as performance supports growth.
The role offers direct collaboration with a Co-founder, meaningful ownership of team development and a central part in commercialising a significant new AI product.
The position is based in Shoreditch, London, with four days a week in the office.
About Stealthsearch
Stealthsearch is retained by its customers to conduct confidential talent searches. Our role in this process is to gather applicants to be presented to our customer. By applying for this role, you consent for your information and your application to be shared by us directly with our customer, who will be responsible for conducting the hiring process.
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