20 Questions

Questions to Ask When Decluttering

Essential questions to ask yourself when decluttering to make decisions about what to keep, donate, or discard.

1

Do I use this item regularly, and when was the last time I used it?

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Why this works

Helps determine if the item is actually useful and worth keeping.

2

Does this item bring me joy or serve a specific purpose?

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Why this works

Encourages keeping only items that add value to your life.

3

If I were shopping today, would I buy this item again?

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Why this works

Helps evaluate whether you truly value the item or just feel obligated to keep it.

4

Do I have a specific place for this item, and do I know where it is?

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Why this works

Items without a designated home often indicate they're not truly needed.

5

Am I keeping this item out of guilt or obligation rather than genuine need?

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Why this works

Helps identify items you're keeping for emotional reasons rather than practical ones.

6

Does this item represent who I am now or who I used to be?

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Why this works

Encourages keeping items that align with your current identity and goals.

7

If I lost this item, would I replace it immediately?

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Why this works

Helps determine the true importance and value of the item.

8

Do I have multiple versions of this item, and do I need all of them?

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Why this works

Identifies duplicates and helps reduce unnecessary redundancy.

9

Is this item in good condition, and does it work properly?

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Why this works

Broken or damaged items that can't be easily repaired should be discarded.

10

Does this item fit my current lifestyle and space constraints?

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Why this works

Ensures items are appropriate for your current living situation.

11

Am I keeping this item because I think I should, not because I want to?

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Why this works

Helps identify items you're keeping due to external pressure rather than personal choice.

12

Would someone else benefit more from this item than I do?

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Why this works

Encourages donating items that could be more useful to others.

13

Does this item have sentimental value, and is that value worth the space it takes?

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Why this works

Helps evaluate whether sentimental items are worth the physical and mental space they occupy.

14

If I moved tomorrow, would I pack this item to take with me?

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Why this works

Provides a clear test for whether an item is truly important to you.

15

Does this item support my current goals and priorities?

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Why this works

Ensures items align with your present objectives rather than past ones.

16

Am I keeping this item because I might need it someday?

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Why this works

Challenges the 'just in case' mentality that often leads to clutter.

17

Does this item make my life easier or more complicated?

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Why this works

Helps identify items that may actually be creating more problems than they solve.

18

If I saw this item in a store today, would I be excited to buy it?

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Why this works

Tests whether you truly value the item or are just used to having it.

19

Does this item represent a version of myself I'm trying to become?

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Why this works

Helps identify items that support your growth and development.

20

Am I keeping this item because it was expensive or because it's useful?

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Why this works

Challenges the sunk cost fallacy and focuses on actual utility.

Effective Decluttering Strategies

Expert tips and techniques for getting the most out of these questions.

Before You Start

Set Clear Goals

Define what you want to achieve with your decluttering efforts.

Start Small

Begin with one room or category to avoid feeling overwhelmed.

Prepare Supplies

Have boxes or bags ready for donations, trash, and items to keep.

During Decluttering

Ask the Right Questions

Use the questions in this guide to make thoughtful decisions about each item.

Be Honest with Yourself

Answer the questions honestly, even if it's difficult to let go of certain items.

Take Breaks

Don't try to do everything at once. Take breaks to avoid decision fatigue.

After Decluttering

Organize What You Keep

Find proper homes for the items you decide to keep.

Donate or Dispose

Quickly remove items you're getting rid of to avoid second-guessing.

Maintain the System

Establish habits to prevent clutter from accumulating again.

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