One of the hardest parts of organizing isn’t buying bins or finding the right storage system. It’s deciding what stays and what goes. Most clients don’t struggle because they’re messy. They struggle because they feel emotionally attached, worried about making the wrong decision, or afraid they’ll regret letting something go.

After working hands-on with hundreds of clients, I’ve found that simple, repeatable rules make decluttering decisions much easier for both organizers and clients. These guidelines can be used during sessions and shared with clients to declutter faster and with more confidence.

A great place to start is asking, “If you saw this in a store today, would you buy it again?” If the answer is no, it’s usually a sign that the item no longer fits the client’s current life. This works especially well for clothing, shoes, kitchen gadgets, and home décor because it shifts the focus from past purchases to present-day needs.

Another helpful reframe is focusing on the client’s current life, not their past life or a someday life. Many people hold onto items for hobbies they no longer do, clothes they hope to fit into one day, or versions of themselves they’ve outgrown. Asking, “Does this work with your lifestyle and how you live?” often helps them make a quick decision.

If a client didn’t even know they owned something until it was uncovered in the back of a closet, under a bed, or in storage, it’s usually safe to let it go. Forgotten items are rarely essential, and this rule alone can dramatically speed up sessions.

When clients have multiples of the same item, like several spatulas, black shirts, or water bottles, encourage them to keep only their favorites and the ones in the best condition. Letting go of the rest keeps things from piling up without forcing you to get rid of everything.

Broken items create both visual and mental clutter. If something has been broken for months or years and hasn’t been repaired, it’s unlikely to be fixed. Letting it go creates quick, visible progress.

Sentimental items matter, but they still need boundaries. Setting a limit, such as one memory bin or a small keepsake box per person, allows clients to keep meaningful items without letting them take over the home. Saving papers and photos digitally can also make a big difference in how much space they take up.

For items clients truly feel unsure about, a simple maybe box works well. Place those items in a dated box and store it out of sight. If they don’t reach for anything in the box after 30 to 60 days, they’re usually comfortable letting it go.

Overall, decluttering isn’t about getting rid of everything. It’s about keeping what truly works for a client’s life and letting go of what doesn’t. When organizers lead with clear, compassionate rules, clients feel supported, tend to declutter more quickly, and leave sessions feeling successful rather than overwhelmed.

Want to talk to colleagues about decluttering strategies  – or anything else?

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