Head of Sales

Why this role rocks:

You’ll lead our sales strategy and play a critical role in driving Smart Working’s growth. Your focus is on setting the direction, building the structure, and pushing the team to deliver. You’ll set targets, design the operating rhythm, teach and coach best practice, whilst managing the team day to day. 

Your job is to grow a high performing sales function that consistently hits ambitious revenue goals, while supporting the team to close major accounts and after a period of time scale internationally.

What you’ll be doing:

• Own the numbers and structure: Design the sales org, set team structure and responsibilities, then build clear plans to hit monthly, quarterly, and annual new business targets.
• Implement full MEDDPICC use
• Lead from the front: Manage the full sales team, shape deal strategy and model best practice in discovery, objection handling, and closing — training the team and creating playbooks.
• Hire, develop, and drive talent: Recruit epic sales people, set KPIs and targets, run weekly 1-1s and pipeline reviews, train the team rigorously, and create a culture of high standards and constant improvement.
• Build the engine: Own our messaging and multi-channel approach across outbound and account management. Ensure our process, from sequences to stage definitions, is sharp and repeatable.
• Make data your superpower: Partner with RevOps to create best-in-class dashboards, set and track KPIs, forecast with precision, and use metrics to diagnose bottlenecks and focus energy where it moves the needle.
• Sharpen GTM and messaging: Improve what we say and how we say it across every channel. Work closely with Marketing on campaigns, ABM, and positioning. Collaborate with Customer Success on growing existing accounts.
• Own the toolstack: Get the most from CRM and sales tools, ensure clean data and simple workflows, and automate where it saves time without losing quality.

What we’re looking for:

• Proven sales leader: Head of Sales experience selling into tech companies in a high-growth environment.
• Metrics-obsessed operator: Deep grasp of pipeline numbers, conversion drivers, forecasting, and capacity planning. You run the week on numbers.
• Hands-on coach: You love getting into the details of deals, whilst teaching your team so they can do it again and again.
• Playbook builder: You’ve taken a good sales motion, codified it, and scaled it across people, process, and tools.
• Tooling and automation savvy: Strong command of CRM, sequencing, enrichment, and reporting tools, plus a practical view of what to automate and what to keep human.
• Sales ops leadership: Experience managing sales operations to keep data clean, reporting reliable, and processes smooth.
• Track record of results: Clear history of meeting or beating targets, improving win rates, and shortening cycles.
• Owner mindset: Bias to action, high standards, not afraid to get your hands dirty.
• International expertise: Experience managing and scaling sales teams across geographies, with proven success selling internationally (especially into the US market) and the ability to take us from UK-first to truly global.

Our culture & values:

This is how we operate:
• Relentless: Resilient as Hell.
• Ownership: Lead, disrupt, deliver.
• Velocity: Speed meets precision.
• Purpose: Do things that matter.

Perks & benefits:

• Hybrid working (London-based team)
• 24 days holiday + your birthday off
• Health insurance
• 1 week of work from anywhere