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When Everything Is Urgent, Judgment Becomes Your Superpower

6 min read5 days ago

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SERIES · AI AND THE FUTURE OF WORK · POST 3 OF 6

Being busy is easy to demonstrate. Knowing what deserves your attention is a different skill entirely.

It’s 9:05 a.m.

Your inbox has 27 unread emails. A client needs an update. Your manager has requested a report before noon. Two meetings overlap, a colleague needs your input, and a notification reminds you of something you promised to finish yesterday.

Everything feels urgent.

So you start responding.

You answer the easiest email, join the first meeting, send a quick update, and move from one notification to the next.

By lunchtime, you’ve done plenty of work. Yet the report that mattered most is still unfinished.

Sound familiar?

The problem wasn’t necessarily a lack of effort. It was the absence of a clear decision about what deserved your attention first.

In a workplace increasingly supported by automation, this distinction matters more than ever.

Not everything that demands attention deserves it

Urgency is often loud. Importance is not always so obvious.

An email marked urgent might be a routine request. A quiet message from a major client might contain a problem that could damage a valuable relationship. A meeting invitation might look harmless until you realize it conflicts with a deadline that cannot move.

When every task is treated as equally important, the loudest request often wins.

But effective professionals don’t simply react to the next thing that appears on their screen. They assess consequences, deadlines, dependencies, and the people affected by their decisions.

Sometimes, that means completing a task immediately.

Sometimes, it means postponing it, delegating it, asking a clarifying question, or explaining why another priority must come first.

Good judgment is not about doing everything. It’s about understanding what matters most and acting accordingly.

Can AI decide what matters most?

AI can be genuinely useful when you’re dealing with competing priorities.

It can help organize a task list, identify approaching deadlines, group related activities, and suggest a schedule based on the information you provide.

For example, you could give an AI tool five tasks, their deadlines, and their dependencies, then ask it to recommend an order of execution.

That is a useful starting point.

But what if the most important task depends on a conversation that hasn’t happened yet? What if a client relationship is fragile? What if your executive has a confidential commitment that cannot be explained in the prompt?

The tool can only reason from the information and instructions available to it, and its recommendation may still be flawed.

This is where human judgment enters the picture.

A suggested priority list is not automatically the right priority list. Someone needs to consider the wider context, check the assumptions, and decide whether the recommendation makes sense.

AI can help organize the choices. It should not become an unquestioned authority over them.

The Executive Assistant knows this problem well

Consider an Executive Assistant supporting a busy founder.

The founder has an investor meeting in the afternoon, a customer issue that needs attention, and a calendar already filled with commitments.

Meanwhile, a team member requests an additional meeting, and an email arrives asking for a quick approval.

A purely task-focused approach might try to fit everything into the calendar.

A judgment-focused approach asks different questions.

Which commitment has the greatest consequences if delayed? Can any meeting be delegated or moved? Does the customer issue require the founder personally, or can someone else resolve it? Is the approval routine, or does it involve a decision that needs closer review?

These questions change the nature of the work.

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The assistant is no longer simply finding available time. They are helping the executive protect attention, manage competing demands, and make informed choices within the authority they’ve been given.

Of course, an assistant should not make sensitive business decisions outside their remit. Sound judgment also means knowing when to seek approval, communicate a risk, or escalate an issue.

That balance — taking initiative without overstepping — is part of what makes professional judgment valuable.

And it isn’t limited to executive support. Managers, business owners, project coordinators, and team members face similar decisions every day.

Four questions that can improve your decisions

You don’t need an elaborate productivity system to start prioritizing more intelligently.

Before deciding what to do next, ask yourself four questions.

1. What happens if this task is delayed?

A deadline matters, but consequences matter too. Consider whether postponing the task will affect a customer, create a financial risk, block another person, or delay an important decision.

2. Does this require my personal attention?

Some tasks need your expertise or authority. Others can be delegated, handled through an established process, or completed with the help of automation.

3. What information am I missing?

Sometimes, the fastest way forward is not to start working. It’s to clarify an unclear request, confirm a deadline, or ask who needs to approve the result.

4. What is the most valuable next action?

Rather than asking how to clear the longest list, identify the action that will make the greatest meaningful difference right now.

These questions won’t eliminate competing demands. They can, however, help you respond deliberately instead of allowing your inbox to dictate your entire day.

The hidden cost of always being busy

When people spend their days reacting to incoming requests, important work can become invisible.

Long-term planning gets postponed. Processes remain inefficient because nobody has time to improve them. Customer problems are handled repeatedly without addressing their underlying causes.

Everyone appears occupied, but the organization may not be making the progress it needs.

This is why leaders should be careful about treating constant activity as proof of productivity.

A person who completes 30 minor tasks may contribute less to a particular business goal than someone who resolves one major bottleneck.

The comparison depends on the situation, of course. Routine tasks still need to be done. But activity should be evaluated in relation to outcomes, not simply counted.

As AI makes it easier to produce, process, and organize more information, deciding what deserves attention becomes increasingly important.

Otherwise, we risk using faster tools to become more efficient at working on the wrong things.

Judgment is a skill you can develop

Some people appear naturally decisive, but professional judgment can also be strengthened through practice.

Review the decisions you make. Notice which assumptions were correct and which were not. Learn from situations where a seemingly minor issue turned out to be important. Ask experienced colleagues how they assess competing priorities.

When using AI, request a suggested order of tasks, but also ask it to explain its assumptions and identify what information could change the recommendation.

Then make your own assessment.

Over time, you can become better at recognizing patterns, anticipating consequences, and knowing when a situation requires further investigation.

You will not always make the right decision. The goal is to make more thoughtful decisions, learn from the results, and recognize when you need help.

The real advantage isn’t doing everything faster

Technology can help us manage more information, automate repetitive work, and make routine processes less demanding.

But a full calendar is not a strategy, and a completed task list is not necessarily a sign of meaningful progress.

The professionals who stand out will be those who can combine efficient execution with a clear understanding of priorities, consequences, and business goals.

They will know when to move quickly, when to pause, when to delegate, and when a decision deserves more thought.

Because in a world where both people and machines can generate more output, knowing what deserves your attention may be one of the most valuable decisions you make all day.

Here’s a question worth considering: When your entire day feels urgent, how do you decide what truly deserves your attention first?

In the next article, we’ll explore communication: AI can help us write the message, but can it understand the person receiving it?

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Oluwadamilola Ogunfowokan
Oluwadamilola Ogunfowokan

Written by Oluwadamilola Ogunfowokan

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