Best Results Organizing

This post was originally published on May 17, 2021. It has been updated as of August 21, 2022.

Red Amazon Danbow on Brown Wooden Surface by burak kostak from Pexels

As you read organizing blogs, it may seem as though all of the advice is the same, about reducing clutter and then organizing what remains. However, it’s important to recognize that not all clutter is the same.

CATEGORIES OF CLUTTER

Understanding the different types of clutter gives us good insight into the different reasons we keep things, but also helps develop different strategies for managing that clutter. When working with my organizing clients, we tend to identify six different kinds of clutter.

1. Practical clutter — These are things that are useful, in and of themselves, like clothing, bedding, or kitchen implements. It’s not that we don’t need these things, but we generally don’t need so many (black skirts, frying pans) and we need to let go when specific items no longer suit our needs. 
2. Informational clutter — We keep documents and clippings, whether on paper or digitally, because we believe the information is valuable. The problem is that we rarely go back to consider how valuable something is now vs. when we acquired it, and we tend not to think about whether it might be better to eliminate outdated information, digitize it, or access the information anew via the internet to reduce the bulk.
3. Identity clutter — Sometimes, the clutter we keep is an excess of items that we feel help define us. Our clutter may not be useful (in a practical sense) but we perceive it as useful for defining who we are or who we wish to be seen as. Our clutter might say, “I’m the kind of person who runs marathons [or wins spelling bees or bakes from scratch].”
4. Aspirational clutter — This type of clutter accounts for all of the items in your space which support hobbies you tell yourself that you are going to take up, but never really do. Whether you are saving a closet full of fancy papers and Cricut gadgets for the day when you finally decide to become a scrapbooker or amass shelves of books on the topic of How To [train championship Greyhounds, write a novel, become a successful crypo-tocurrency miner], there comes a point when you’ve got to recognize that you have an excess of items supporting a life you don’t really lead.
5. Nostalgic clutter — Nostalgia is defined as “a sentimental longing or wistful affection for the past, typically for a period or place with happy personal associations.” Obviously, life is made better by the things that truly remind us of happy (or happier) times, but an excess of nostalgic emblems of our past can fill up our homes in the present and prevent us from having space in our lives to make a future. Sometimes, we just have to take photos of those ancient macaroni art projects and discard the originals, letting them crumble in peace.
   An excess of nostalgic emblems of our past can fill up our homes in the present and prevent us from having space in our lives to make a future. Share on X
6. Painful or sad clutter — This category encompasses things that remind us of bad times or bad people. 

Break-Up Photo by Kelly Sikkema on Unsplash

Today, we’re going to look at that final category and how to make letting go easier.

It may seem odd that anyone would hold onto things that make them unhappy. Sometimes, they’re keeping things that are unpleasant but necessary to maintain (for legal or other reasons), but far more often, we professional organizers find clients keeping things that just plain make them feel bad.

KNOW WHEN TO ELIMINATE PAINFUL CLUTTER

Early in my career, I worked with a client who was trying hard to regain control of her life after a variety of disappointments and challenges. We’d made it through her closets, cabinets, and practical storage areas and were working through her home office easily until we encountered personal papers. At that point, we hit a wall.

This is why most professional organizers will encourage you to start with practical items and those with no sentimental attachment; it’s important to build up decluttering and decision-making skills first before attempting to let go of possessions that are fraught with the weight of personal history. For this client, the emotional clutter took the form of a series of letters written by her mother.

These letters were unpleasant, unkind, and to my eye (and according to the client) filled with claims that were patently untrue. My client had done a remarkable job developing emotional strength and stamina to reject emotional abuse from earlier in her life. Intellectually, she wanted to let these items go. Emotionally, she could not bring herself to do it.

It’s not my role as an organizer to make decisions for clients; rather, I present my expertise and advice and try to support them in the ways they most need in order to reach their stated goals.

Getting Ready to Let Go

So, first, we talked about how and when she “used” the letters. She noted that she used to read the letters far too often, in effect abusing herself by becoming a sort of Groundhog Day postal carrier, re-delivering the anger and unkindness to herself. She felt she’d “gotten better” in recent times, only looking at them when her self-esteem was at its lowest. Of course, that’s when they could do the most damage! 

Therapy Photo by cottonbro from Pexels

Second, I encouraged her to discuss the letters with a therapist. Although my client has shared much of her prior history in counseling, she had not shared the specific content: the ugly words, threats, and heart-wrenching claims. After several sessions, my client felt relieved because a trained mental health professional was able to disabuse her of the idea that the letters held any more truth than a scary Stephen King novel.

Finally, we talked together about why she thought she was keeping the letters. (She touched on this in therapy, but we found some different angles.)

It’s very common that when we have a tangible reminder that someone has hurt us, we hold on to it as proof. Somewhere deep inside us, we may feel that letting go of the proof is absolving the person of responsibility for what they’ve done.

It’s not true.

Letting go of your college boyfriend’s tacky breakup letter won’t absolve him of the pain he caused you. But it will set you free from the cycle of pain you experience every time you re-encounter it when flipping through your yearbook or sorting through mementos. 

If you have painful clutter, once you’ve talked through the underlying issues with a licensed mental health professional, it may help you to then recite a quote variously attributed to everyone from St. Augustine to Carrie Fisher:

“Resentment is like taking poison and waiting for the other person to die.”

Be Kind To Yourself

Not all of the painful clutter in our lives comes from others. Sometimes, we hold onto things that reflect pain that we’ve caused ourselves. I’ve had clients who keep “fat photos,” pictures of themselves in bathing suits when they were significantly less healthy than they are now, in places where they’ll come across them fairly often — in their underwear drawers, on the walls of their closets, under a silly magnet pinned to the refrigerator door, etc. 

Come on now. That’s just bullying yourself. Yes, some people need the stick rather than the carrot approach to be motivated, but it’s important to avail yourself of healthy motivators. 

Similarly, people often hold onto what they view as examples of their failures. These often come in the form of messages from others who (generally) mean no ill will, but which individuals use to beat themselves up.

For example, I’ve worked with clients in their fifties who saved college rejection letters and failed tests. In some situations, these kinds of things can have potential to motivate; if you post the 37% you got on your algebra quiz above your desk, it may help you push forward to do your homework, work with a tutor, and attend office hours, but if all it does is sour you on math (or if you’ve been out of school for decades and never have to take another math class again), then OMG, free yourself! 

Not everyone has to be good at math. As Paper Mommy often says, “Someone has to make the struedel!”

Similarly, if you’re keeping rejection letters for your novel so you can make them into wallpaper, or show them off as a badge of honor once you make good, that’s cool. But if, instead of motivating you, they just make you sad, then they’re clutter. It’s time to let go. Shred them. Trash them with the wet coffee grounds, cat litter, and dirty diapers. Burn them.  

[Note: the above advice is designed to help you let go of the sad kind of painful clutter. However, if you have been the victim of domestic violence, stalking, or workplace or online harassment, it’s important to be able to document the behavior, especially if it escalates, for legal purposes.]

HIDE PAINFUL CLUTTER

Fans of The Gilmore Girls may recall Lorelai’s two pieces of sage advice to her daughter after Rory and her first love, Dean, broke up.

First? “Wallow!”

From an organizing perspective, however, a more important piece of guidance is knowing when to create The Box. In the show, Lorelai helped Rory gather up every reminder of her precious, heart-wrenching three-month relationship with Dean (complete with the box of corn starch Rory accidentally shoplifted after Dean surprised her with her first kiss). Then they put it all in a box. A Dean Box.

Rory begged her to take it all “far, far away from the house” and Lorelai promised that, like any good mafia hit victim, “it sleeps with the fishes.” Of course, as Rory eventually learned, her mom actually just hid the box in the back of the closet, wisely knowing that sometimes, our painful clutter isn’t always painful forever, and it’s not always even clutter, with the passage of time. Sometimes it can become nostalgia.

You may have your own version of the Dean Box. (Even Lorelai had a Max Box, reminders of the man who proposed with a thousand yellow daisies.) I often call it the Boo-Hoo Box, or the Bad Boyfriend Box. Sometimes it starts with reminiscences from one heartbreak and it becomes a repository for all the heartbreak you’ve experienced over time. That’s fine, as long as you stick to one box — the point is to lessen the clutter in your space!

Baby Steps for Hiding Painful Clutter

Use a non-descript container for the Boo-Hoo Box. If you use a pretty hatbox or a container in a designer color, then you’ll never be able to use that container and see anything but heartache. Opt for something quotidian and universal, like a used Amazon box or a classic Bankers Box.

Label the box in a low-key way, especially if you don’t want people poking around. “1997 Tax Prep” is a label that won’t encourage anyone to go spelunking. You’ll know what the box contains, unless you’re one of the rare people gifted with people able to always and completely forget about the Boo-Hoo box. (If you are, then once you come across the box after a long time, you’ll be in a much better position to review the contents and downsize or even eliminate it.)

Store the box where you won’t have to see it all the time. The back of a closet is the best place to hide heartache you’re not ready to toss. (If feng shui matters to you, try not to store the box in the part of the bagua related to romance or family, or whatever the contained items relate to.)

Rename paper file folder tabs if being reminded of the content stirs up too much emotion. One of my clients was going through a divorce. He needed to keep a variety of documents at easy reach, sometimes even on his desk, but didn’t want to be reminded (or have his kids reminded, when they walked by the desk). Yes, obviously everyone knew there was a divorce, but he didn’t need to keep rubbing salt in the wound. We labeled the file “Dallas” because Dallas and divorce both begin with D and because nothing about Dallas duplicated anything he was already working on. Give yourself some emotional distance from the contents when you can’t create physical distance. 

Create digital Boo-Hoo boxes for your non-tangible painful clutter:

• To keep but hide certain unhappy-making emails, create a separate subfolder and manually move the email out of your inbox. [Note: If you’re maintaining email from a stalker, an estranged family member, or someone whose message you’d otherwise like to avoid, use the Rules function of your email platform (Gmail, Outlook, Apple Mail) to automate moving all mail arriving from a sender to a specific subfolder.
• If you have painful documents on your computer, it’s important to avoid stumbling upon them. Create a folder that serves as a digital Boo-Hoo Box and put it inside another folder, one where the hierarchy makes sense. A folder called “Yucky Stuff” will alphabetically sort near the bottom of a “Personal Stuff” folder on your computer, and is vague enough that it won’t immediately call to mind the thing that might set off tears.
• On your phone, photos of you and a loved one that are too painful to look at right now could be marked as “hidden” and will be sent to a hidden album to which you need to navigate, rather than randomly showing up in your camera roll. Remember, the purpose of hiding is not security, but just to protect your heart.
• If your painful clutter comes by way of social media, remember that you have options. Whether your former BFF uninvited you to a wedding, you’re on the outs with a family member, or you don’t want your ex to know how much it hurts to see them moving on, learn the tools that let you play it cool. On Twitter, you can mute someone without unfollowing; on Facebook, you can unfollow without unfriending; on Instagram, mute without unfollowing. 

Send your heartbreak on vacation. Sometimes, you need to get painful clutter completely out of your space until you are in the right frame of mind to think about it. One stellar solution is to take your Boo-Hoo Box to a close friend’s home — OK, probably your best friend’s home — and let them babysit it in the back of their closet for six weeks or six months or six years.   

Obviously, you don’t want to turn your clutter into theirs, which is why you want to limit this to one reasonably-sized box. Seal it more securely than you would if it were in your own home, especially if your friend has tiny humans, and label it with something that has your return address on it in case something unforeseen happens.

If the contents of the Boo-Hoo Box are sensitive, something that you could not bear to have seen by your BFF or her snooping mother-in-law or have displayed on social media, open a safe deposit box at your bank and secure it there. By the time your box is up for renewal in a year, you’ll have had time to consider the contents with fresh eyes, and hopefully, a refreshed spirit.

EVENTUALLY…

As Lorelai Gilmore wisely knew, heartbreak doesn’t last forever. Eventually (hopefully), it’s the ending of some love stories that creates the poignancy that makes the whole romance worth revisiting, whether after months, years, or decades. (This likely feels more true of anyone’s first lost love than a recent one.) 

Other kinds of sadness comes from loss, from cruelty, from embarrassment, and from a variety of sources at which we’d like to stick out our tongues. There’s no timetable for getting ready to review or to eliminate any of these items. But it’s healthier and easier to heal with we’re not confronted with reminders of our pain every day.

The more we can downsize, repackage, and yes — if necessary — hide painful clutter, the more quickly we can regain our emotional strength and resilience.