Stop Telling People to Delegate Better

I observed a performance review last week where delegation came up as a development opportunity. 

The conversation was productive - the employee understood the importance and was committed to improving. But it got me thinking: we often identify delegation as an area for growth without providing the specific tools and techniques to actually get better at it. 

Because here's the thing: Most people understand why delegation matters. What they need is practical guidance on how to do it effectively. 

The Delegation Development Gap 

We often approach delegation as if it's intuitive when it's actually a complex skill set. 

"You should delegate more." "Try to let go of some tasks." "Trust your team with bigger responsibilities." 

While these are valid points, they're like telling someone to "get better at project management" without teaching them planning tools, timeline management, or stakeholder communication. 

The person in that performance review doesn't need convincing about delegation's value. They need practical instruction on how to delegate successfully. 

Why Capable People Struggle with Delegation 

The barriers to effective delegation are often practical, not personal: 

The Time Investment Reality 

High-performers know that doing it themselves takes 30 minutes, while training someone else takes 3 hours. When priorities are competing, the immediate path often wins. 

The Quality Standards Challenge 

When you have high standards, ensuring others can meet them requires thoughtful setup and support—which takes time many people haven't been taught to allocate. 

The Immediate Results Preference 

Completing a task yourself provides instant closure. Delegating creates ongoing management responsibilities that can feel like additional work rather than work reduction. 

The Efficiency Mindset 

Sometimes it genuinely is more efficient to handle something yourself—at least in the short term. The challenge is knowing when that efficiency becomes a long-term bottleneck. 

These aren't character flaws. They're logical responses to competing priorities and time pressures. 

The Teaching Framework That Actually Works 

If you want someone to delegate better, you need to teach them the specific mechanics, not just the philosophy. 

Step 1: Map Their Current Workload 

Before they can delegate, they need to see what they're actually doing. 

The Exercise: Have them track every task for one week. Not just the big projects—everything. Emails, quick fixes, interruptions, decision-making. 

The Insight: Most people are shocked by how much time they spend on work that others could handle. 

Step 2: Categorize by Delegation Readiness 

Not everything can or should be delegated. Teach them to sort their tasks: 

  • Green: Tasks others can do with minimal training 

  • Yellow: Tasks others can do with proper setup and training 

  • Red: Tasks that genuinely require their specific expertise or authority 

Step 3: The Delegation Setup Method 

This is where most people fail. They think delegation means saying "Can you handle the Johnson project?" and walking away. 

Teach them the CARD method: 

  • Context: Why does this matter? How does it fit into the bigger picture? 

  • Authority: What decisions can they make independently? When do they need to check in? 

  • Resources: What tools, people, or information do they need? 

  • Deadlines: When do you need updates? When is it due? 

Step 4: The Follow-Up Framework 

Poor delegation usually fails at the follow-up stage. Teach them to schedule: 

  • Check-in points: Not micromanaging, but structured progress reviews 

  • Question sessions: Dedicated time for the person to ask for clarification 

  • Course corrections: Permission to adjust approach based on what they learn 

How to Measure Delegation Improvement 

Here's how you know if someone is actually getting better at delegation: 

Quantitative Measures: 

  • Task Transfer Rate: How many recurring tasks have they successfully handed off? 

  • Time Reallocation: Are they spending more time on high-value activities? 

  • Follow-up Efficiency: Are their delegated tasks completed with minimal intervention? 

Qualitative Indicators: 

  • Setup Quality: Are they providing clear context and expectations upfront? 

  • Support Level: Are people asking fewer clarifying questions over time? 

  • Confidence Building: Are team members taking more initiative on delegated work? 

The Real Test: 

Can they take a vacation without everything falling apart? 

The Leader's Role in Teaching Delegation 

Model It Yourself 

Show them what good delegation looks like by delegating effectively to them. Let them experience being on the receiving end of clear expectations and proper support. 

Create Safe Practice Opportunities 

Start with low-stakes projects where mistakes won't be catastrophic. Let them practice the delegation process before the pressure is on. 

Address the Time Investment Upfront 

Acknowledge that delegation takes longer initially. Build that time into their workload so they're not penalized for doing it right. 

Celebrate the Right Behaviors 

Recognize when they take time to set someone up for success, not just when the delegated task gets completed. 

The Development Plan That Works 

Instead of "delegate more," try this 90-day plan: 

Weeks 1-2: Map current workload and identify delegation opportunities
Weeks 3-6: Practice the CARD method on 2-3 low-stakes tasks
Weeks 7-10: Implement follow-up systems and refine the process
Weeks 11-12: Take on one significant delegation challenge 

Monthly check-ins focus on: 

  • What worked well in their delegation attempts? 

  • Where did they get stuck? 

  • What support do they need to improve? 

  • How is their high-value work time increasing? 

The Bottom Line 

Delegation isn't a personality trait you either have or don't have. 

It's a learnable skill with specific techniques, common pitfalls, and measurable outcomes. 

The next time you're tempted to tell someone they need to "delegate more," ask yourself: Have you actually taught them how? 

Because wanting to delegate and knowing how to delegate are two completely different things. 

And if you're not teaching the "how," you're just setting them up to fail at the same thing again next year. 

Ready to stop the delegation performance review cycle? Start teaching the mechanics, not just the mindset. 

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