Digital Clutter Is Slowing You Down - Here’s Some Ideas On Digital Organization You Should Steal
"Time is the currency of your life. Spend it wisely."
That's not just something I say on stage or on my podcast. I feel it in my bones, every day.
And digital disorganization is a big waste of that currency.
This blog was inspired by a conversation I had with digital productivity expert, and professional organizer, Judith Guertin on The Productivity Gladiator Podcast. Judith has helped people organize their lives for over 25 years, and her insights hit me right between the eyes when she said:
"If you don't see me write it down, it's just a lie. It's not going to happen."
Time spent looking for information is wasted time. Even though I've built systems that keep teams and businesses running at their most productive, I still have pockets of chaos on my computer (ahem, my downloads folder...sigh).
Here's what I learned researching this topic. After that episode with Judith, I took a deep dive into how you organize the notes you write, and the digital files you have. I'm paying it forward here by sharing the biggest mistakes myself and others make that I found through research, and the best recommendations I could find to avoid those pitfalls.
Why This Matters
You're wasting hours you don't realize. According to McKinsey, the average knowledge worker spends 20% of their week just looking for information. That's 1 out of every 5 days lost to hunting through files, looking through notes you wrote, searching email, or re-downloading the same attachment for the third time.
Digital clutter hurts your brain. Neuroscience shows that disorganization increases cognitive load, reduces working memory, and creates stress. The more clutter on your screen, the more you feel overwhelmed, even if you don't consciously register it.
The problem keeps growing. IDC reports the total amount of data created each year doubles about every two years. By 2025, it's expected to hit 175 zettabytes. If you don't have systems to manage your digital life, it's only going to get harder.
What the Research Says About Digital Overload
Disorganization costs money. A McKinsey study estimates companies lose $1 million per year per 1,000 employees from disorganized digital workflows.
The problem's getting worse, not better. Buffer's 2023 report found that 41% of remote workers struggle to find information across tools - up from 31% before the pandemic.
Attention residue drains you. Every time you leave a messy desktop or too many open tabs, your brain keeps processing those incomplete tasks. That's "attention residue," and it can lower your IQ by up to 10 points temporarily.
The Big Digital Organization Mistakes
(And How to Fix Them)
Photo from Pexels
Mistake #1: Saving Everything "Just in Case"
I used to keep every draft, every photo, every duplicate. But here's the thing: if you can't find anything when you need it, it's not "saved" - it's buried.
Your brain forms emotional attachments to digital files. Research shows people experience genuine distress when deleting items, even screenshots they'll never look at again. This emotional attachment creates decision paralysis that makes organizing feel overwhelming.
How to fix it:
Start archiving now. Gmail introduced the concept of an "Archive" and it changed my world! Now I use it everywhere, not just email, and it works great! Let's say for example you have a folder with a bunch of documents, some old, some new. Create a subfolder within that folder called "Archive", and drag all the old stuff into it.
If you clearly know it's trash, delete the file. But for everything that makes you hesitate when you ask yourself "is this trash?" - it goes in the archive. It's out of the way, but still there if you ever need to reference it later.
Archive as you go. Don't wait until you find time to "get organized." The most common excuse I get is "I know, I need to set aside time so I can get organized." Please no, don't do that. That day will never come.
There's never magically going to be a time when you'll have a bunch of free time and choose to spend it getting organized. Just do it as you go. Add an archive folder to the folder you're in right now today and clean up just that one. Slowly over time you'll get there. The point is to make progress, not make this its own task.
Mistake #2: No Naming Conventions
Judith put this perfectly: "You can't search 'Document 27' if you don't know it's Document 27."
Your brain can only handle about 7 pieces of information at once. Every time you see "Document Final V3 Real Final," you're forcing your working memory to decode what that actually means. This decision fatigue accumulates throughout the day and makes you avoid organizing altogether. If you share files with teammates or customers through email, this effect makes it even worse! Today I received a file called "2701.59 AO Initial 2476.pdf". HOW AM I SUPPOSED TO KNOW WHAT THAT IS?! How do you know I'll even open it?
According to Asana's Anatomy of Work report, nearly 60% of time is spent on "work about work" - communicating about work, searching for information, switching between apps, managing shifting priorities, and chasing status updates.
How to fix it:
Use a naming convention you, your future self, and someone who may come after you, will all skim and understand. I recommend using a simple, consistent naming convention so you can instantly see what a file is without opening it. For example, many of my clients start every file name with YYYYMMDD format + project + description:
20241215-ClientName-Proposal-v1
Here's the genius of the YYYYMMDD format: When your files are sorted alphabetically (the default in most systems), they automatically appear in chronological order with the most recent files first. All your 2025 files appear before 2024, December before January, etc.
When you search "Proposal," everything is chronologically organized. Even if you don't follow this exact pattern, having any convention beats naming files "Document Final V3 Real Final."
Mistake #3: Your Stuff Is Everywhere
Switching between Google Drive, Dropbox, OneDrive, and random sources creates friction. Research from Harvard Business Review shows task-switching can reduce productivity by 40%.
Your brain craves cognitive consistency. When files are scattered across platforms, it creates mental friction every time you need to remember "where did I save that?" This decision fatigue actually reduces your IQ temporarily and makes you more likely to avoid organizing altogether.
How to fix it:
Pick one home for work, one for personal. You need to make a decision and stick with it. For work files, choose ONE cloud platform and move everything there. Same for personal files.
The cognitive load of remembering "where did I save that?" across multiple platforms is killing your productivity.
Create clear boundaries. For work, I use SharePoint for files and Microsoft OneNote for notes. If you're on a team, you should be saving all documents in a team shared drive, NOT your individual OneDrive.
This way, when you take a 2-week trip to Europe (you'll be able to now, if you follow this practice), anyone who needs to step in while you're away can find the files to cover for you.
For personal files, I use Dropbox for digital files and Google Drive for notes and documents I create. If I'm looking for something, there's only one place it would be.
Mistake #4: No Backup Plan
Judith shared a quote on the podcast that stuck with me: "There are only two kinds of drives - those that have failed and those that will."
It's true. Yet 29% of people still don't back up their files at all.
How to fix it:
Use the 3-2-1 backup strategy: 3 copies of important data, 2 different storage media, 1 offsite backup.
Here's what this looks like in practice:
Your original file lives on your computer (original file)
Which automatically syncs to a cloud service like Google Drive or a SharePoint folder (copy 2, different media)
For work, your organization should automatically backup your SharePoint
For your personal computer, you also have an external hard drive or second cloud service that you copy everything to every few months (copy 3, offsite)
IMPORTANT: One of the copies (or really, ideally, both of them) needs to be automatic and scheduled. If you have to remember to do it, you've already lost.
I use Google Drive and a local hard drive. If you want extra peace of mind, add a cloud backup tool like Backblaze or Carbonite.
Mistake #5: Keeping Old Versions
How many times have you edited the wrong file or sent the wrong version to a client? You're not alone: 83% of knowledge workers have done the same.
How to fix it:
Use version control that actually works. Cloud platforms like Google Drive and SharePoint have built-in version history. This means you can stop creating "Final v2" and "Final FINAL" files because all versions are saved by the platform. Instead, save over the same file and let the platform track versions automatically.
Delete old versions once you're sure. After a project is completely done, go back and clean house. Keep the final version and archive or delete the rest.
Mistake #6: Not Utilizing Search (Especially AI-Powered Search)
How many times have you thought "I wrote that down" and then spent 10 minutes or more browsing and looking in places trying to find it? Ever given up looking for it, just thought "oh well, I'll find it eventually"?
Information anxiety is real and measurable. When people can't find information they know exists, it triggers the same stress response as physical threats. This creates a negative feedback loop where the fear of not finding things makes you avoid organizing, which makes finding things even harder.
How to fix it:
Learn your search functions. Every platform has search capabilities most people never use. Google Drive can search inside PDFs and documents. Outlook can search by sender, date range, and keywords. Spend 10 minutes learning the search shortcuts for your main platforms.
Try AI-powered search. Google Gemini can search entire Drive folders in seconds. Microsoft Copilot in 365 helps teams pull up files during collaboration. These tools are getting scary good at finding what you need, even if you don't remember exactly what you called it.
Set up regular maintenance rituals. Judith recommends - and I fully agree - that you schedule small maintenance rituals instead of letting clutter build up. Many people block 20 minutes every Friday to clear downloads, file new documents, and delete junk. People think they'll "get organized someday," but the best system is regular small cleanups. Personally, I review my most-used folders frequently and set aside time once a month to catch up fully.
Mistake #7: Not Preparing for Your Own Vacations
You've organized your files, but have you actually tried having someone else step into your role and understand what you were working on? Poor handoffs hurt your reputation and burn bridges.
Context collapse is a real cognitive phenomenon. Digital files lose their environmental context over time - you won't remember why you saved something or what circumstances made it important. This makes future handoffs nearly impossible and creates stress when you need to reference your own work months later.
Research shows that knowledge transfer during employee transitions is critical, and individuals who document their processes experience smoother transitions and better performance reviews.
How to fix it:
Document your recurring tasks. Write simple how-to guides for the things you do regularly. Future you (or your replacement) will thank you.
Try taking your vacation before you actually go on one. Let someone take over your role for a week. Were they able to follow all the guides you left? If there's anything that isn't done correctly, or questions that were answered, update your documentation. A month later try it again.
Ready to Take Control? Your 4-Step Action Plan
Look, I could give you a 20-step process, but you'd never do it. Here are the four things that will give you the biggest bang for your buck:
1. Pick your platforms and stick with them.
Right now, choose ONE cloud service for work files and ONE for personal files. Start saving everything there, and little bit at a time, move everything over there. No need to set aside a big block of time to make this move, just STOP putting things in the wrong places. Move everything over to the right spot in the coming months. Stop the platform hopping.
2. Start your naming convention today.
Pick a simple format, use YYYYMMDD, like "20250130-ProjectName-Description" and use it for every new file you create. Don't worry about renaming old files - just be consistent going forward.
3. Start Archiving.
Right now, pick one folder on your computer and create an "Archive" subfolder inside it. Move the old stuff into the archive. Don't overthink it - if you hesitate about whether to delete something, it goes in the archive instead.
4. Master your search capabilities.
Enable AI search on what you have now, and start using it. Stop mindlessly searching manually for things, clicking through folders, hoping you'll find it. On the internet you "google it". With your files, you need to be doing the same.
That's it. Four things. Do these, and you'll be ahead of 90% of people when it comes to digital organization.
Time is the currency of your life. Stop wasting it looking for stuff you already created.
References & Further Reading
McKinsey Global Institute: The Social Economy - Unlocking Value and Productivity Through Social Technologies - Reports that knowledge workers spend 20% of their week searching for information
https://www.mckinsey.com/industries/technology-media-and-telecommunications/our-insights/the-social-economyAsana: 2023 Anatomy of Work Global Index - Found that 58-60% of work time is spent on "work about work" including searching for information
https://asana.com/resources/anatomy-of-workHarvard Business Review: How Much Time and Energy Do We Waste Toggling Between Applications? - Documents that workers toggle between apps 1,200 times per day, spending 4 hours per week reorienting
https://hbr.org/2022/08/how-much-time-and-energy-do-we-waste-toggling-between-applicationsStanford University: Media Multitaskers Pay Mental Price - Shows that task-switching reduces productivity and cognitive performance
https://news.stanford.edu/stories/2009/08/multitask-research-study-082409Buffer: State of Remote Work 2023 - Found 41% of remote workers struggle to find information across tools
https://buffer.com/state-of-remote-work/2023IDC: The Data Age 2025 Report - Data creation doubles every two years, reaching 175 zettabytes by 2025
https://www.seagate.com/files/www-content/our-story/trends/files/idc-seagate-dataage-whitepaper.pdfMark, G., Gudith, D., & Klocke, U. (2008). "The Cost of Interrupted Work: More Speed and Stress." CHI '08 Proceedings - Research on interruption costs
https://dl.acm.org/doi/abs/10.1145/1357054.1357072Cognitive Load Theory Overview - How mental overload affects performance
https://www.sciencedirect.com/topics/psychology/cognitive-load-theorySophie Leroy (2009). "Why is it so hard to do my work? The challenge of attention residue when switching between work tasks." Organizational Behavior and Human Decision Processes - Original attention residue research showing it takes 23 minutes to refocus
https://www.sciencedirect.com/science/article/abs/pii/S0749597809000399American Psychological Association: Stress in America - Technology and Social Media - Research on technology's impact on stress levels
https://www.apa.org/news/press/releases/stress/2017/technology-social-media.pdfDigital Hoarding Research - PMC - Studies on digital hoarding behavior and emotional attachment to files
https://pmc.ncbi.nlm.nih.gov/articles/PMC6785915/Productivity Gladiator Podcast: Digital Organization Mistakes with Judith Guertin
https://www.productivitygladiator.com/episodes/mistakes-people-make-that-leave-their-digital-life-unorganized-with-judith-guertin
I’m Brian. At age 4, I was diagnosed with insulin dependent (type 1) diabetes and told that my life was going to be 10-20 years shorter than everyone else. As a kid I took time for granted, but now as an adult, time is the most precious thing that I have. After spending a career hands-on in the trenches as a leader at all levels, I now train Productivity Gladiators to level up their careers. Graduates wield superpowers in time management, practical leadership, communication, & productivity. If what you’ve seen here intrigues you, reach out, let’s chat!
“Time is the currency of your life, spend it wisely.”