
I was in my Facebook group last week, and someone shared: “It finally happened.”
They had decluttered something and then regretted it.
That is a fear we all have.
In fact, it’s such a strong fear that it often prevents us from decluttering.
Is the fear of declutter regret valid?
Well, first off, we have to recognize that mistakes happen.
And everything we do has a consequence–if we eat too many brownies, we get a stomachache. If we miscommunicate, we have to clarify and clear things up.
Some of us easily acknowledge that people make mistakes and move on with life, not letting that stop us.
And then there are those of us who feel traumatized by our mistakes and try to avoid making any mistakes ever again. (At least with the communication, I’ve felt that way…but I never avoided brownies after a stomach ache!)
But regardless of our efforts, we cannot avoid mistakes; it’s part of life and learning.
It’s the same with decluttering.
We can take a cupboard full of miscellaneous items, sort, and make the best decisions possible, and there is a possibility that we will discard something we could use two months down the road.
We can either let that hold us back from decluttering, or we can simply accept that it is part of the process and learn from our mistakes.

How can we avoid decluttering mistakes?
Regret is occasionally part of a clutter free life. We can’t always be perfectly happy with the process and result of our actions, and that’s okay!
The best solution here is to deal with it, honestly. It’s worth ridding yourself of excess stuff, even if you’ll regret things. You still live lighter. It’s impossible to have zero regrets, so you learn to deal with them.
But if the fear of declutter regret is putting a whole stop to your journey, then here are a few solutions that might help you feel better about it.

1. The Maybe Box
The Maybe Box is a cute little purgatory for your decluttering process. The items aren’t safe, but they’re not yet eliminated. The Maybe Box is a liminal space for all the stuff that makes you pause. You can continue to pause!
The Maybe Box can only come in when you’re already pretty decluttered, OR if you only put very few things into it. It can quickly get out of hand, so choose your box and stick with it.
At the end of the week–or whatever amount of time you designate–look in the box and see if you missed anything. Did you even think about all that stuff, or was it out of sight, out of mind?
If you feel like you’ll have declutter regret over something, just do this as practice.
2. Start small
Start little in your declutter! The declutter regret typically comes in for bigger items, more expensive items, and sentimental things like old letters, childhood toys, gifts from your ex that you’re still mad at.
So starting small lets you grow to the point where you can more confidently get rid of stuff without the fear of regret overwhelming your decision making.
It’s much easier to let go of junk mail, clothes that don’t fit, or two of your three microwaves (why would you save microwaves? are you going to have a microwave emergency? they’re like twenty bucks, babe, you only need one), while it’s much harder to part with sentimental or very valuable pieces.
So wean yourself into it.
3. Practice gratitude
Like Marie Kondo suggests, thank the items as you pass them on.
I have an autistic friend (with the trait of anthropomorphism) who took Toy Story to heart, and she told me she genuinely feels guilt getting rid of things. The items are personified for her, so it feels like a betrayal!
If you can empathize with that on some level, you might benefit from thanking the item for its service before you get rid of it.
4. Consider the benefits
While you might hit regret in decision making during your decluttering journey, keep in mind that there’s a bigger picture. You’re working to simplify your life and make yourself happier, calmer, and more productive.
Those are great goals. Keep your personal reasons for decluttering in mind to balance the declutter regret.
5. Be thoughtful with sentimental stuff
Take your time with emotionally charged items. There’s no rush to donate Grandma’s desk lamp–is there a more convenient or useful place you could put it?
Try to repurpose or reimagine sentimental items that you don’t have a real use for. Find a way to utilize it, or frame/display it to enjoy, if you can.
And eventually, you might feel like you need fewer of Grandma’s things, and you can let a few of them go.
It can be very helpful to rehome the item to another family member that might have a use for it.
6. Shift your perspective
Easier said than done, I know. I recommend Don’t Believe Everything You Think by Joseph Nguyen if you want some help managing perspectives. It’s a great read.
If you get post-ditch clarity, try to reframe it as a learning experience. You know a little more about yourself, you’ll be better at decluttering in the future, and you can practice processing those types of emotions so you’re better suited for them later.
7. Take photos before letting go
Sometimes snapping a simple picture of your item can make the parting hurt less, particularly for sentimental things. BUT, you know yourself–would this make it worse? Would you flip through the album mourning all of it? If so, skip this tip!
It’s a risk I’m willing to take for a clutter free life.
Everything we do has some risk.
When we get married, we risk heartbreak and disappointment. But most of us figure it’s worth the risk: Yes, we may face difficult things with this commitment, but having that committed relationship can also be wonderful and fulfilling.
Embracing minimalism has some risks as well.
We will not actually know how we feel with a minimal amount of possessions until we have decluttered so much that we only have a minimal amount of possessions.
There is a risk that we declutter 80% of our things and find that we actually enjoy maximalism.
It’s a possibility. But it doesn’t mean we shouldn’t declutter.

There is a cost to everything. Even too much stuff.
If we want to grow a garden, we have to put in the work of weeding, watering, planting, etc.
If we want a college degree, we have to study and take tests.
If we want the freedom that comes with having less, we have to say goodbye to some things we like and enjoy.
I’m not saying we should live in discomfort; I won’t get rid of everything I own and force myself to live in a bare home with only a blanket and pillow.
But if we want a home that is easy to take care of and all the time-freedom that comes from having less, we will have to walk through the pain of letting go of some items.
And we will have to risk the chance that we might discard things that we will regret.

It helps to keep things in perspective.
What is your perspective of the world?
I believe the world is temporal, and knowing that nothing in this world will last for eternity makes me not as attached to it.
I try to be careful not to fall into fatalism and therefore not put out effort for things – I do want to take care of the planet and not take part in the throw-away culture that we seem to be bombarded with. But I also don’t want to give value to things where there isn’t value.
Things are still things and are not as important as people.
It also helps me remember that I can’t be prepared for everything.
We all experienced this with Covid. We might have been prepared for all sorts of extreme situations, but were we prepared to have a shortage of toilet paper?
Which brings to mind: what do we want to be prepared for?
We might be prepared for all sorts of catastrophes… but are we prepared for the everyday? For having a neighbor stop by? For inviting a friend over for a cup of coffee? For having a plumber come and fix an issue?
All the food, craft supplies, books, and whatever else I hoard won’t help me be ready to have a friend over for coffee.
And when I look at what I truly want in life – it’s the relationships. I want people to feel welcome in my home. That is ultimately what I want to be prepared for.
A clean home, prepared for me to use.

Minimalism is a tool.
When I was toying with the idea of minimalism, I couldn’t manage my home.
And if I went back to collecting a lot of stuff… well, I have come to terms with the fact that the only reason I can manage my home is because there are not many items to manage!
I like things – I liked all the craft supplies and all the unread books and unused kitchen gadgets.
So it wasn’t easy for me to get rid of those things.
However, I was able to use minimalism as a way to establish boundaries for my home.
I set boundaries based on what I wanted minimalism to look like for me.
I decided minimalism for me meant I wouldn’t have a bunch of duplicates. I would pick the best tool for the job and let go of the sub-par ones.
I decided minimalism for me would be what we use on a daily and weekly basis for the majority of the stuff I could keep.
I decided minimalism for me would be enough clothes to make it one week between laundry days.
And I decided that minimalism for me would be enough furniture for everyone to have a place to sit, but nothing else.
And it worked.
Having less stuff meant the home was easier to manage!

Did I ever regret decluttering something?
No.
Though I have had some issues with decluttering things that I could have used down the road. But I would never call it regret.
There have been times when I’ve been inconvenienced because I decluttered something. But it’s never been a huge regret.
In fact, the freedom that I found with having less stuff has meant so much to me that if I had to do it over again, I wouldn’t hesitate to take the risk.
What about all the “just in case” stuff?
I had to work through that, too! Click here to learn how to navigate “just in case” items.
Loved this!
Writing is definitely my thing, and luckily all I need is my tablet and keyboard. The past two summers, I got into gardening. It makes me feel good to use fresh herbs from my own garden and to have a space surrounded by real plants.
I like hiking and yoga too, but those don’t require tons of stuff, at least not at my level. I have one mat and a couple pairs of yoga pants. I like to hike, so I have a good pair of hiking shoes, a Camelbak and a large water bottle. Not much stuff.
This post about getting rid of some things we like in the process spoke to me. I want to have less, I know I need to have free empty space to be happy. I happily stop decluttering a couple of drawers with good free space but keep coming back to declutter everywhere else because they are full drawers, cupboards or rooms. I have removed what I don’t love or like, now I am stuck because I like everything that remains. Some things I’m not using but I could if I could access them easier etc. What you say about getting rid of things we like is where I am at, and it makes it seem okay and needed to do that. Do you have any more advice on tackling that, choosing that? I seem to squish in as much as I can that I like but don’t like the squish!