Head of Sales, Perlego

• This is a senior player–manager role designed for a proven enterprise seller ready to formalise sales operations, raise execution standards, and build a durable, repeatable revenue function
• The ideal candidate will be a seasoned salesperson who is looking to take the next step in a high-growth startup
• With an analytical and data-led mindset, our ideal candidate will be comfortable converting insights into action to drive results across the team
• Proven enterprise B2B sales experience, including ownership of complex, high-value deals
• Demonstrated success as a player–manager, balancing personal quota delivery with team leadership
• Strong command of enterprise sales methodology, forecasting discipline, and pipeline management
• Line management experience, or at minimum, experience coaching and developing junior sales reps
• Experience in improving qualification standards, deal execution, and win rates across a team
• Track record of selling into, or leading sales activity in, the US market
• Commercially rigorous, data-informed, and execution-focused
• Comfortable operating in ambiguity while imposing structure and discipline
• Recognises the importance of CRM health and champions high-quality input to drive wider business impact
• Credible enterprise seller with the gravitas to coach and challenge peers
• Motivated by building team success, not just personal results
• Ready for the next leadership step in a scaling SaaS business

Desirable

• We are hiring a Head of Sales to own scalable revenue delivery, sales execution, and team performance across multiple regions, while carrying a personal quota focused on the US market
• The role combines direct selling, team leadership, and operational rigor. You will be accountable for forecast accuracy, pipeline quality, win rates, and consistent adherence to sales best practices
• You will partner closely with our B2B leadership team to ensure that methodology, tooling, and capability development translate into on-the-ground performance
• This will be a highly collaborative role. We’re a tight working bunch; you’ll be partnering with teams from Product to Finance, RevOps to our Content team
• Own a personal enterprise quota with a primary focus on the US market
• Carry full accountability for the global sales team's revenue target
• Deliver accurate forecasting using clearly defined pipeline stages, confidence levels, and close plans
• Maintain tight control of commit, best case, and pipeline coverage ratios
• Lead complex, multi-stakeholder enterprise sales cycles from qualification through close
• Drive disciplined deal strategy, including mutual action plans, economic buyer alignment, and value articulation
• Improve late-stage conversion and reduce deal slippage through stronger inspection and coaching
• Train, support, and guide our sales team to high levels of enterprise sales execution
• Manage, coach, and performance manage a team of sales representatives with a global focus
• Set clear expectations around activity standards, pipeline creation, qualification quality, and deal hygiene
• Build a high-performance sales culture rooted in accountability, learning, and execution excellence
• Own the end-to-end sales process across regions, ensuring clarity, consistency, and scalability
• Ensure consistent application of structured qualification frameworks (e.g. MEDDPICC) are fully embedded throughout the sales cycle, throughout our tooling, and our handover to account managers at closed/won
• Define and enforce sales cadences, ceremonies, and operating rhythm (weekly pipeline, monthly forecast, quarterly planning)
• Ensure high CRM discipline and data quality to support forecasting, reporting, and decision making
• Maintain strong pipeline hygiene, including stage integrity, next steps, close dates, and deal value accuracy
• Monitor pipeline health indicators such as coverage, velocity, conversion rates, and average deal size
• Identify systemic issues early and take corrective action through coaching, prioritisation, or process change
• Partner with the Head of B2B Growth on enablement strategy, messaging, tooling, and sales capability uplift
• Provide structured feedback and market insights to Product teams across the business, supporting product strategy and prioritisation development
• Align closely with marketing and product to support enterprise pipeline creation and deal success
• Support account management on complex renewals where required
• Work collaboratively with RevOps when introducing, embedding, and enhancing sales tech, ensuring we continue to drive for continuous improvement
• Work closely with B2B leadership, inputting on target setting, contractual standards, and commercial negotiation
• Feed into the company strategy based on market insights, business intelligence, and growth opportunities