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Insights — Executive Recruitment — 3 min read

When Should a Business Hire a Head of Sales?

A Head of Sales earns its cost once there is a team large enough to need daily leadership and a commercial plan already worth executing.

A sales manager reviewing pipeline with a growing team

In short

A business typically needs a Head of Sales once a sales team exists that is too large or too dispersed for the Managing Director or a Sales Director to manage day to day, and a commercial plan already exists for that person to execute. The role is about disciplined delivery of an agreed plan, so it becomes valuable only once there is enough team and enough plan to make that discipline matter.

The Head of Sales question tends to arrive at a specific moment: the team has grown past the point where its manager can also be its top salesperson, but the business is not yet convinced it needs a full commercial strategist at director level.

Getting the timing right matters more than getting the title right — hire too early and there is not enough team to lead; hire too late and inconsistent execution has already cost the business pipeline and morale.

What signs point towards hiring a Head of Sales now?

  • The sales team has grown to the point where one person can no longer manage everyone directly and still sell.
  • A commercial plan and targets already exist — set by the Managing Director, a Sales Director, or the board — and the missing piece is disciplined day-to-day delivery.
  • Activity levels, CRM discipline and pipeline quality vary significantly between sellers with no one consistently holding the line.
  • New starters are onboarded inconsistently because whoever is managing sales is also carrying a full sales target.
  • Forecasts are frequently wrong not because the plan is unclear, but because activity against the plan isn't being managed.

What signs suggest it is too early?

  • The team is small enough that the Managing Director or founder can still coach each seller individually without it consuming disproportionate time.
  • There is no commercial plan yet for a Head of Sales to execute — that gap points to a Sales Director appointment first, since a manager cannot deliver a plan that does not exist.
  • Sales performance issues trace back to proposition, pricing or lead quality rather than team management, in which case a stronger commercial plan is needed before another layer of management is added.

How does this differ from needing a Sales Director?

A Head of Sales executes a plan; a Sales Director sets one. If the business cannot yet answer where growth should come from next year, adding a Head of Sales manages the symptoms without addressing the cause. See our fuller comparison of the two roles for the detail — this article assumes that distinction and focuses on timing.

If this is trueConsider
Plan exists, execution is inconsistent, team has outgrown one managerHead of Sales now
No agreed plan for where growth comes fromSales Director first
Team is still small enough for the MD to manage directlyWait, or use fractional support to test the appetite
Multiple sellers, high turnover, weak onboardingHead of Sales, likely urgently
Timing indicators

What does the role cost if left too late?

In our experience, businesses that delay this hire tend to see the cost show up as inconsistent onboarding, avoidable seller turnover, and pipeline data nobody trusts — rather than as an obvious single event. None of these are dramatic individually, which is why the decision often gets deferred longer than it should.

Can the role be tested before committing permanently?

Where the requirement is real but the business is not certain of the ongoing cost, an interim appointment can prove the value of dedicated sales management before a permanent hire is made. A Head of Sales role depends on daily presence with the team, which makes it a harder fit for a fractional arrangement than a strategic role such as Sales Director or Commercial Director.

Discuss a Sales Director requirement

Permanent, interim or fractional. The conversation starts with what the business actually needs the role to own, not with a job title.

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Written by

By Tom Evans

Founder, Evans Sales Consultancy

Published 24 September 2026 — 3 min read

Common questions

  • There is no fixed number — it depends on sales cycle complexity, seller experience and how dispersed the team is. The more useful test is whether one person can still manage everyone directly without it crowding out their own responsibilities.

  • Sometimes, provided the person genuinely wants to manage rather than sell, and the business supports them through the transition. Losing a top biller who then struggles at management is a common and avoidable failure mode.

  • Activity may improve briefly, but without a clear commercial direction to execute against, the improvement rarely holds. The business typically concludes 'sales leadership doesn't work here' when the actual gap was strategic, not managerial.

  • Either, depending on structure. Where a Sales Director exists, the Head of Sales usually reports to them. Where no Sales Director exists yet, the Head of Sales typically reports directly to the Managing Director.

Still working out the right approach?

If your question is specific to your company, product or target market, we can help you work through the commercial options.

Discuss your market entry

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If your business could sell more than it currently does, the fastest way to find out why is to look at the numbers together.