Cory Berg

Lesson 4: How to Delegate Work

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Video

How to Delegate Work

Delegation is one of the skills new leaders struggle with most. The instinct is to hold on - to do it yourself because it is faster, or because you know it will be done right. But that instinct is a trap. It limits your team's growth, caps your own capacity, and signals that you do not trust the people around you.

Effective delegation is not abdication. It is a structured transfer of ownership - with clear expectations, appropriate support, and intentional follow-up. Here is a five-step system you can use every time.

The Five-Step Delegation System

1. Clear Outcome

Before you delegate, get crystal clear on what success looks like. What does "done" mean? Apply SMART criteria if it helps - Specific, Measurable, Achievable, Relevant, Time-bound. Who is the intended audience or recipient of this work? What value should it deliver?

Vague delegation is not delegation - it is hoping. The person receiving the work cannot succeed if they do not know what success looks like. Do this work before the conversation, not during it.

2. Mutual Understanding

Most people miss this step - and it is where delegation most often breaks down. Once you have explained the task, ask the person to state back to you in their own words what they understand the work to be.

This is not a test or a sign of distrust. It is quality control. If their understanding does not match yours, it is far better to discover that now than after they have spent a week going in the wrong direction. A simple "Can you walk me through how you are thinking about this?" is all it takes.

3. Oversight, Support, and Risks

Before committing the work, have a direct conversation about how it will be executed. This is your chance to put specifics around what "being supported" actually means. Cover:

  • What support, tools, or budget does the person need?
  • What happens if the task cannot be completed on time or as planned?
  • How should communication be handled - what level of detail and what frequency?
  • How should risks and escalations be handled?
  • How should success be handled? Do not skip this one - agreeing on what a win looks like sets the stage for giving genuine credit at the end.

4. Commit

Ask explicitly - "Do I have your commitment?" or "Will you do it?" in your own language. The purpose is to make both parties agree out loud. Later, if there is any question about clarity or ownership, you can both refer back to that explicit agreement. This also shifts the mindset from "completing tasks for the boss" to genuine personal ownership of the outcome.

5. Inspect

Inspect what you expect. This means reviewing the actual results of the work together with the person who did it - not checking on them midway through, but sitting down at the end to evaluate the output against the outcome you agreed on in step one.

Inspecting gives the person the respect of having their work seen and acknowledged. It also creates the moment to celebrate wins - which you already agreed to in step three. Celebrating what went well is an important and frequently skipped part of leading a team.

The frequency of check-ins during execution depends on the person's experience level and the stakes of the work. A newer team member on a high-visibility project needs more touchpoints than a senior person handling a routine task. Adjust accordingly.

Common Delegation Mistakes

  • Delegating only the tasks you do not want. If you only give people the boring or low-stakes work, you are not developing them - you are using them. Delegate meaningful work that grows the person.
  • Over-specifying the how. Delegate the outcome, not the method. When you dictate exactly how something should be done, you eliminate the person's ability to learn and innovate.
  • Taking it back when it gets hard. When someone struggles, the instinct is to step in and take over. Resist that. Support them through the struggle instead - that is where the real development happens.
  • Not delegating at all. This is the most common mistake. If you are doing work that someone on your team could do with the right support, you are not doing your job.

Knowing how to delegate work with intention can be the difference between success and failure. Use this system as a point of reference every time.