Rob Douglass
Business Mentor · UK Business Mentoring
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How to make your business less dependent on you

I hear “I can’t take a holiday” from owners more than almost anything else. Here’s what’s usually behind it, the mistake most owners make when they try to fix it, and where to start.

Rob Douglass · Business Mentor · 5 min read

“I can’t take a holiday.” Owners usually say it half as a joke. It isn’t really a joke, and it’s rarely about being busy.

It’s a sign the business has been built around you. Too much of what it knows, decides and delivers runs through one person. That’s tiring to live with, it holds back the people around you, and it has a real cost when you come to sell.

What’s really behind it

It’s usually a combination of things. You hold too much of the knowledge. Too many decisions need your approval. And over time, the team has got used to asking rather than deciding.

Sometimes customers expect to deal with you, because that’s the relationship they’ve always had. Sometimes the reporting isn’t reliable, so checking everything yourself feels necessary.

There’s habit on both sides, too. You built the business by solving problems, and stepping in still feels quicker. But every time you do, you reinforce the dependency. The team learns that the answer comes from you, so they bring you the next question as well.

When an owner tells me they’re too busy to step back, I ask one question:

What specifically would stop working if you weren’t available for a fortnight?

It moves the conversation past “I’m too busy” and on to what actually needs to change.

What happens when you do go away

Most owners who do take a holiday leave physically but stay at work mentally. They check emails, take calls and approve decisions while they’re away.

Sometimes nothing goes wrong. That sounds like good news, but it’s often because you’re still keeping things moving remotely, which hides how dependent the business really is.

Other times, decisions simply wait. Customers wait for answers, problems build up, and you come back to a backlog that convinces you time off isn’t worth it. So you take less of it, and the cycle continues.

A better measure than “did anything go wrong?” is this: how much could the business decide and deliver without contacting you?

The mistake most owners make

Most owners know they need to delegate, and many try. The most common mistake is that they delegate the task but keep the decision.

They tell someone to take responsibility, but still expect every choice to come back for approval. Or they let the person decide, then reverse it because they would have done it differently. Either way, the message is the same: this still belongs to the owner.

The other mistake is assuming a new manager will fix it. Without clear authority, clear expectations and the information to make good decisions, a new manager just becomes one more person asking you questions.

What it looks like in practice

One business I’m working with is a well-established engineering services business in the £1m–£3m range.

The owner and directors were closely involved in day-to-day operations. The most senior person on the technical side was still working hands-on in the workshop. The best technicians had been promoted to supervisor, but nothing had really changed in what was expected of them. Quotes and customer follow-ups largely lived in people’s heads. So problems kept coming back to the directors, and difficult conversations were easy to put off.

We started by making expectations and performance visible:

  • The supervisors moved from being the best person on the tools to being responsible for developing their team. That started at around a fifth of their time, growing as the team’s capability grows.
  • Weekly stand-ups and one-to-ones became non-negotiable.
  • A CRM went in, so customer and quote follow-up sits in a shared system rather than with individuals.
  • An appraisal process gave performance conversations a clear basis, so they stopped being put off.

It’s early days. The work started this year, so this isn’t a finished story. But notice the order. None of it starts with the directors doing less. It starts with giving other people clear responsibility, a regular rhythm and the information they need, so that doing less becomes possible. Where supervisors need help making that shift, that’s what Management Training is for.

Where to start this month

You don’t need to hand over everything at once. It works better if you don’t.

For the next two weeks, write down every decision or problem that comes back to you. Don’t try to change anything yet. Just notice what lands with you and who it comes from.

Then pick one area that keeps coming up, and agree with a suitable person:

  • What they own.
  • What they can decide without asking you.
  • What genuinely needs escalating.
  • How and when you’ll review the results together.

Start with something manageable and give them room to handle it, including room to do it differently from you. Build confidence through evidence, one area at a time, rather than trying to let go of everything in one go.

Why it matters when you come to sell

Having scaled a PE-backed business through to a trade sale, I know what a buyer is really looking for: confidence that performance will continue once the owner steps back.

If customer relationships, technical knowledge and key decisions all sit with one person, the buyer can’t be sure what they’re actually buying. That uncertainty shows up in the negotiation: in the price, in how much is paid upfront rather than deferred, and in how long you’re tied in after completion.

There isn’t a standard percentage discount for owner dependency. But there is always a cost.

What reduces it is evidence: a capable management team, dependable reporting, and customer relationships spread across the business rather than held by you. That’s also what makes the business easier to run in the meantime, whether or not you ever sell. If you want an independent view of where your business stands, that’s what the Business Value Review is for.

Sometimes you need to be less helpful

This is the part some advisers might disagree with. Sometimes the owner needs to become less helpful.

If you answer every question immediately and rescue every difficult situation, you stop capable people from developing their own judgement and taking responsibility. Being available all the time can feel like good leadership. But part of leadership is letting other people make decisions, including ones you’d have made differently.

The aim isn’t a business you’re absent from. It’s a business where your involvement is a choice, not a daily requirement. That’s the business you can take a holiday from, and the one a buyer can have confidence in.

About the author

Rob Douglass is a business mentor working with owners of £1m–£10m businesses across North Wales, Mid Wales, Chester, the Wirral, Liverpool and Shropshire. Before that he operated at board level in a PE-backed business, through to its trade sale in 2022, and led an acquired business within UL Solutions.

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