5 Tools to Delegate Effectively and Unlock Your Team’s Potential

As an executive coach, I often see leaders struggle with delegation. It’s a critical skill for scaling and empowering people, yet many leaders hesitate to delegate effectively (or at all) due to a lack of trust, fear of losing control, or simply believing it takes too much time.

Effective delegation not only meets the obvious goal of enhancing overall team productivity – it also fosters trust and develops your team’s capabilities. Let’s explore common struggles with delegation and introduce five tools to improve your delegation skills.

What are the Most Common Struggles with Delegation?

There are lots of ways delegation goes wrong. Here are the most common issues I’ve seen:

1. Trust Issues Lead to Under Delegation

Many leaders hesitate to delegate because they fear that no one else can perform a task to their standards. This lack of trust can stifle the growth of your team and create bottlenecks and conditions where the team can’t actually perform necessary tasks.

2. Micromanagement

Even when tasks are delegated, leaders often micromanage, undermining the effectiveness of the process. This can lead to frustration and demotivation within the team.

3. Lacking Conditions of Satisfaction

Clear expectations are often not set, leading to confusion and unsatisfactory outcomes. Conditions of satisfaction clarify what a successfully completed task should look like.

4. Time Concerns Lead to Under Delegation

Leaders frequently feel that explaining a task takes more time than doing it themselves and to delegate effectively would just take too much time. However, this short-term time investment saves considerable time in the long run and builds a more competent team.

Laurie, the Perfectionistic Hard Worker

Let me give you an example from one of my former clients, we’ll call her Laurie, a Senior Director with a keen eye for detail and a perfectionist’s touch. Laurie’s division oversaw a division of 23 and directly managed five managers. Having climbed the corporate ladder through hard work and meticulous oversight, she struggled to loosen her grip when it came to managing her team. Believing it would be more efficient to handle tasks herself rather than delegate, Laurie inadvertently created a bottleneck in her department.

Each day, Laurie’s desk overflowed with tasks that her team could have managed. However, her reluctance to delegate stemmed from a fear of imperfection. She envisioned lengthy explanations, constant oversight, and the potential need to redo tasks that didn’t meet her standards. This cycle of personal involvement prevented her team from gaining the experience and confidence they needed to grow.

The consequences were multifaceted. Her team felt undervalued and mistrusted, knowing they were capable of more than their roles allowed. This lack of empowerment led to disengagement and a stifling of professional growth, both for the team members and for Laurie herself.

Meanwhile, Laurie’s own responsibilities as a senior-level director required a broader vision and strategic planning, tasks she found herself increasingly unable to attend to. Her focus on minutiae meant she was not only failing to delegate but also neglecting the high-level strategic work that was critical to her role and the growth of her department.

Over time, the stress of juggling numerous tasks began to show. Laurie worked tirelessly, yet her performance as a leader suffered. She was always busy, yet ironically, her department underperformed because she was not working on the right things. It was a hard lesson in the importance of trust and letting go, illustrating how a leader’s inability to delegate can hamper not just personal growth but also the development and morale of their entire team.

This situation is typical, and it doesn’t feel good for anyone involved. We will revisit Laurie’s story at the end of the article. But first, let’s get into some practical tools and strategies you can use to start delegating more effectively.

5 Tools to Help You Get Better at Delegation

1. Readiness Assessment to Help You Prepare to Delegate Effectively

To effectively delegate a task or project, it’s crucial to assess the readiness of the potential delegate. These questions will help you consider whether or not the person you’re considering has the capability, bandwidth, and motivation to take on the responsibility.

Once you identify the task or project you need to delegate and the potential delegate, you can answer the questions for yourself or in conversation with the delegate. Feel free to skip sections that don’t apply to you.

Questions for you to consider before delegating:

  • Questions to Evaluate Competence: Does the potential delegate have the necessary skills and knowledge to perform the task? Have they handled similar tasks successfully in the past?
  • Questions to Evaluate Capacity: Does the potential delegate have enough time to take on this task considering their current workload? Are there any upcoming commitments that might affect their availability?
  • Questions to Gauge Motivation, Interest, and Professional / Personal Development: Is the task aligned with the potential delegate’s interests and career goals? Have they expressed a desire to take on more responsibilities or specific types of tasks? How does this task help the delegate in their professional development? How does it tie into their longer-term career goals?
  • Questions to Understand the Context and Expectations: What context or background information is necessary for the delegate to understand the task? What are the expected outcomes and deadlines?

Questions to ask the delegate

  • How do you feel about taking on this task?
  • What support or resources will you need to successfully complete this task?
  • Can you walk me through your initial thoughts on how to approach this task?
  • What potential challenges do you foresee, and how might you address them?

Questions to explore and answer together:

  • How often will we check in on the progress of the task?
  • What feedback mechanism will be in place to ensure ongoing support and guidance?
  • How will we handle revisions or adjustments to the task based on feedback?

This readiness assessment not only helps in identifying the right person for the task but also prepares both the leader and the delegate for a successful delegation process. It’s a proactive approach that clarifies expectations, supports professional growth, and enhances team productivity.

2. Eisenhower Matrix

This tool helps prioritize tasks based on urgency and importance, and you can use it to quickly determine which tasks to delegate. Tasks that are important but not urgent are often ideal candidates for delegation, allowing you to focus on urgent and critical tasks.

The matrix divides tasks into four quadrants:

  • Urgent and Important (Do First): Tasks that require immediate attention and also have significant long-term impacts.
  • Important but Not Urgent (Schedule): Tasks that are important for long-term success but do not require immediate action. These are often best scheduled for later.
  • Urgent but Not Important (Delegate): These tasks need to be done soon but are less crucial for your personal attention. They are ideal for delegation.
  • Neither Urgent nor Important (Eliminate): These tasks can be dropped or ignored with little or no consequence.

Delegating tasks that fall into the “Urgent but Not Important” quadrant allows leaders to focus on what truly requires their expertise while empowering team members to handle the urgent matters that are less critical to the core objectives of the leadership role. Once leaders build trust and capabilities within their team, they can begin to delegate tasks and projects outside of this quadrant, but this is the best place to start if you are not yet comfortable delegating.

eisenhower matrix


3. Effective Request Checklist

Unclear requests lead to unmet expectations. An effective request is clear, concise, and includes all necessary information. When you are delegating, ensure you communicate the task’s purpose, expected outcome, and deadline. The checklist in this article will help you make requests that empower your delegate to execute tasks efficiently and effectively.

4. Master “Sending It Back”

When a task is not done to your standard, rather than fixing it yourself (very common), this approach guides you to send it back with constructive feedback, creating a loop or series of loops for learning and development.

This is an iterative approach, where whenever the delegated task is missing something or not up to the expected standards, the leader gets involved, supporting the person with a feedback session, and then having them try again (and quite possibly, again and again).

Many leaders will just take errors and fix them, where this approach requires more time and energy on the front end, but by working in collaboration, the delegate develops their skills, building capability and accountability and creating a learning loop along the way. The mistakes made become valuable lessons, and the next time, the task or project will require almost nothing of you.

This approach is more explained well in Executive Coach and Consulting CTO, Erik Kellener’s article here.

5. Crystalize the Ideal End 

Clearly define what the successful completion of the task looks like. Describe the desired outcome in detail — what Brené Brown calls “paint done”— to ensure there is no ambiguity or room for interpretation. If possible / applicable, include specific metrics or criteria for success.

This approach encourages clarity by asking the delegator to describe what a successfully completed task looks like in such vivid detail that there’s no room for misunderstanding. It’s about painting a clear picture of the desired outcome. This clarity helps the delegate visualize the goal and work towards it effectively.

For example, instead of saying “order the team lunch,” you would describe what kind of lunch you want, what the budget is, when and where it will be, how formal or casual the event will be, and whether or not specific needs and requests will/should be taken into account.

This approach is very much focused on the outcome and results at the end, so if possible, encourage the person executing the task or project to use their creativity in completing the task and come to you with questions along the way. If “Paint Done” is missing, the delegate can initiate it by asking for a clear vision for success.

For a more in-depth exploration of Brené Brown’s process of the “Paint Done” technique, check out her book, Dare to Lead.

Putting it Into Practice

In Laurie’s case above, once she learned how she was getting in her own way, I helped her invest in some up-front time in learning to delegate effectively and develop her team. In turn, she was able to build a stronger and healthier team culture, her direct reports felt more confident and growth-oriented, and the results for her division made an upward swing. She now refers to herself as a “recovering control freak.”

Effective delegation is not just about offloading tasks; it’s about strategic empowerment and trust-building. It involves understanding the strengths and potential of your team and leveraging them in a way that supports their growth and enhances overall productivity. By using these tools, you can transform delegation from a chore into a powerful leadership strategy.

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Melissa Eisler

Melissa Eisler, MA, PCC, is an ICF certified executive coach. She partners with leaders to develop their systems thinking, resilience, strategic communication skills, and executive presence in order to reach individual, team, and organizational goals. She blends more than 15 years of experience in leadership positions in the corporate world, with her master’s degree in organizational leadership and extensive background in mindfulness to help her clients master their leadership skills and steer their teams through challenges and change. Learn more about Melissa here.

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Melissa is the founder and executive coach at Wide Lens Leadership and a Partner at Evolution. As an ICF Certified Executive Coach with a Master's degree in organizational leadership, Melissa has coached hundreds of leaders ranging from C-suite to entrepreneur, from Fortune 500 companies to startups, and across diverse industries. Her work focuses on helping high-performing senior leaders and their teams magnify impact by building trust, collaboration, accountability, and healthy communication skills.