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Delegation is the Only Way to Scale. But Most CEOs Do It Wrong | Entrepreneur

by Brand Post
July 21, 2025
in Business
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Delegation is the Only Way to Scale. But Most CEOs Do It Wrong | Entrepreneur
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Opinions expressed by Entrepreneur contributors are their own.

Let’s be clear: delegation is not optional if you want to grow your company. It’s the only way to move from being the operator to becoming the true leader your team needs.

The problem is that most leaders don’t actually know how to delegate. They either hand over tasks without context or hover so closely that their team can’t breathe. True delegation requires structure and clarity:

  • Context: Before anything else, your team must understand why this task matters. What’s the bigger picture? How does it connect to the strategy? Without this, they’re just checking boxes.
  • Priority/KPI: Be specific. What does success look like? Which numbers will we use to measure it? What’s the timeline?
  • Meeting cadence: Delegation without follow-up is abdication. Set a rhythm to review progress and coach your team — weekly, biweekly or monthly.

If you want people to own their responsibilities, you need to give them direction and frameworks, not just tasks. That’s how you develop a team of thinkers, not just doers.

The 4 degrees of delegation

According to the Value Builder System, the key to effective delegation is recognizing that it’s not binary — it’s not simply “delegate or don’t.” Instead, there are four levels of delegation, each offering different degrees of autonomy and control.

Related: Why Emotional Branding is Out and Functional Loyalty Is In

1. Follow my lead

This is the most basic form of delegation. You provide your team members with a clear Standard Operating Procedure and ask them to follow it step by step. There is no room for improvisation; the task is repeatable and requires no decision-making.

This level is ideal for junior team members or routine tasks like entering data into your CRM. It ensures consistency and frees you from micro-managing simple processes.

2. Research and report

At this level, you don’t have a clear solution, so ask your employees to explore the options. Their job is to analyze and return with a shortlist of intelligent recommendations — but you retain the final decision.

Use this when you face a challenge with multiple solutions, such as selecting a new software tool or vendor. You’re leveraging your team’s thinking but still guiding the final outcome.

Related: Learn How to Delegate Now — or Risk Losing Your Business

3. Do it and report

Here, you trust the team member to make the decision, but ask them to keep you informed. This is useful when you want to give your team autonomy but also ensure that you’re aware of progress or potential risks.

For example, you may assign the task of managing receivables to someone and ask them to update you weekly. You’re not dictating every move, but you stay close enough to guide if needed.

4. Do it

This is full empowerment. You trust your team members to handle the task independently from start to finish, without reporting back unless there’s a major issue. You’ve given them clear goals, a budget and complete authority.

This is ideal when the risk is low or when your team member is far more knowledgeable about the task than you are. For instance, you might fully delegate the selection of a carpet cleaning vendor or allow a customer service rep to resolve client complaints within a set budget.

Related: You Can’t Do Everything. So Do the Best With What You Have.

The missing piece in most delegation

Delegation without boundaries can lead to confusion or costly mistakes. That’s why every degree of delegation should come with a budget, either in money or time.

Take the Ritz-Carlton, for example. Every employee is empowered to solve customer problems on the spot with a $2,000 discretionary budget. Why? Because they understand the lifetime value of a happy guest far exceeds the cost of a quick fix.

You can apply the same principle. If you’re asking a team member to research options for improving event logistics, set a 10-hour time budget. This avoids either an overly superficial or excessively exhaustive approach and helps them prioritize appropriately.

What to do when team members get stuck

Even with clear delegation and budgets, team members can hit roadblocks. In those moments, they often fall back into the habit of asking: “What should I do?”

The goal is not to take the problem back — it’s to train your team to think like owners. Encourage them to use “yes-able questions.” That means presenting you with a recommendation you can approve or reject quickly.

Instead of dumping the issue on your lap, they might say:

“Mr. Jones hasn’t paid his invoice. I considered three options: write off the debt, send it to collections, or offer a payment plan. I recommend offering the payment plan in three installments. Are you okay with that?”

This simple change keeps you from being the bottleneck and develops your team’s decision-making skills.

The day I delegated my inbox

For years, I handled every email myself. After back-to-back consulting sessions, I’d get home and face hundreds of unread messages. I was overwhelmed. So I made a decision that changed everything: I gave my assistant full access to my inbox.

Not partial access. Not just scheduling emails. I handed over six email accounts, gave her the green light to answer on my behalf and walked away.

People told me I was crazy. “How can someone else answer your emails?” they said.

But here’s the truth: it was crazier to go two weeks without replying to a client than to have someone I trust to handle it. In 15 years, she’s probably made 10 serious mistakes—but she’s sent over 30,000 solid responses. The cost of holding on was far greater than the cost of letting go.

That day, my company started growing without me.

Delegation as a strategy for freedom

Delegation is more than a time management tactic; it’s a growth strategy. Every time you delegate with clarity and intent, you build a business that depends on systems, not superheroes. That’s how you shift from being your company’s engine to its guide.

The ultimate test? Take a two-week vacation without checking in. If your business can thrive in your absence, you’ve successfully delegated. If not, you know where to focus your efforts next.

Many entrepreneurs wear their business like a badge of honor. But the real mark of success is freedom — freedom to choose, to think, and to grow.

To achieve that, start by identifying which tasks you’re clinging to and the degree of delegation each requires. Clarify your expectations, set time or financial limits, provide context and coach your team to own their outcomes.

When you do, you’ll not only build a more valuable business, you’ll regain the space to lead it.



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Tags: Business CultureBusiness processCEOCEOsCultureDelegatingDelegationentrepreneurGrowing a BusinessLeadershipLeadership SkillsManagementScaleScalingThought LeadersWrong

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