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How to Organize Your Files Better Than 99% of People

5 min read

Based on Linking Your Thinking with Nick Milo's video on YouTube. If you like this content, support the original creators by watching, liking and subscribing to their content.

TL;DR

Treat clutter as an attention tax; reduce it in physical, digital, and note-taking layers to regain clarity.

Briefing

Clutter isn’t just visual noise—it quietly taxes attention, making it harder to think clearly and act on ideas. A “big clean” process tackles that drain in three layers: physical space, digital files, and the mental workspace inside Obsidian. The payoff is practical calm: fewer distractions on the desk, a faster path to the right files, and a note system organized by context so ideas can be retrieved and used when they matter.

The first pass starts with the physical environment where most work happens. The method is intentionally simple: clear the desk surface in focused chunks until the surroundings feel calmer and less distracting. That physical reset sets the tone for the next step—digital cleanup—where anxiety often spikes fastest.

On the computer, the core move is consolidation. If the desktop is messy, everything gets thrown into a single folder immediately, then bulk-selected and moved off the desktop. For ongoing organization, the process creates a “plus folder” (a single intake point) in Finder on Mac or File Explorer on Windows, ideally inside a syncing location like Dropbox. Inside that plus folder, downloads and screenshots each get their own dedicated folder so incoming material has one home rather than scattering across browser-specific or system-specific download locations.

Downloads are handled with a time-saving filter. Instead of manually sorting everything, the downloads folder is sorted by type (“kind”) to reveal patterns—like year-based download groupings—and then sorted by size to identify heavy files. A threshold of 10 MB becomes the triage rule: anything under 10 MB is left alone, while files over 10 MB are reviewed for deletion. After pruning, the remaining downloads are consolidated into a year folder (e.g., “2026 downloads” with a count), using drag-and-drop to move everything in bulk.

Screenshots follow the same intake-and-archive logic. A screenshots folder starts as a messy catch-all, then gets cleaned by size and type (including removing items like videos that don’t belong). The system then consolidates by year—collapsing older year folders into a single archive folder such as “2025 screenshots”—so the archive becomes both a record and a searchable timeline.

Once file organization is stabilized, the process shifts from managing documents to organizing thinking. In Obsidian, the vault is treated as an “ideaverse”: a connected ecosystem where notes are stored for context and retrieval, not just storage. A matching “plus folder” collects unsorted notes (initially 165 files). Instead of clicking through notes one by one, Obsidian search results are copied in bulk, then moved using batch selection. Notes are refiled into larger context buckets—such as “linking your thinking”—reducing the unsorted pile from 165 to 140.

From there, the workflow becomes retrieval-first. Notes can be grouped by themes like “people,” and individual notes are opened to decide where attention should go right now. A “statements” collection example shows how a well-linked note about attention can be found via autocomplete, referenced through related collections, and optionally moved into a context folder like “Atlas.” The end goal is not perfect taxonomy—it’s calm certainty: multiple ways to find the right idea, whether by collection, folder, or links, so focus returns.

Cornell Notes

The “big clean” process reduces mental friction by cleaning in three layers: physical space, digital files, and Obsidian notes. It starts with consolidation—dump desktop clutter into one folder—and then uses a single intake point (“plus folder”) for downloads and screenshots. Downloads and screenshots are triaged with a 10 MB rule and then archived by year using bulk drag-and-drop, keeping the system searchable without constant micromanagement. In Obsidian, an unsorted “plus folder” is processed in batches using search-result copying and mass moves into context folders (e.g., “linking your thinking,” “people,” “statements”). The result is a calmer, context-driven “ideaverse” where ideas can be retrieved and used when needed.

Why does the process begin with physical cleanup before touching files or notes?

It treats the workspace as a mirror of internal state. Clearing the desk reduces immediate distractions where thinking happens most, creating a calmer baseline before tackling digital clutter that can otherwise feel overwhelming.

What is the purpose of creating a “plus folder” for downloads and screenshots?

It creates a single intake point so new material doesn’t scatter across multiple locations. Downloads and screenshots each get their own folder inside the plus folder, making future cleanup faster because everything arrives in one place.

How does the downloads cleanup avoid wasting time on thousands of small files?

It uses triage: sort by size and review only files over 10 MB for deletion. Files under 10 MB are left alone because the time cost of manual sorting outweighs the benefit unless storage pressure is severe.

How are screenshots handled differently from downloads, if at all?

Screenshots also start in a catch-all folder, then get sorted by size and type. The process flags mismatches (like a video appearing among screenshots), then consolidates by year—collapsing older year folders into a single archive folder such as “2025 screenshots.”

How does Obsidian cleanup focus on context rather than perfect filing?

Notes start in an unsorted “plus folder” (165 files). Instead of clicking each note, batch moves are driven by search results and grouping into larger context buckets like “linking your thinking” and “people.” Notes can then be found through multiple paths—folders, collections like “statements,” and autocomplete—so retrieval stays reliable even without rigid taxonomy.

Review Questions

  1. What specific triage rule (including the threshold) is used to decide which downloads to review for deletion?
  2. How does the process reduce an Obsidian “plus folder” backlog without manually opening every note?
  3. What retrieval methods does the system rely on to find a note by context (e.g., collections, folders, autocomplete, links)?

Key Points

  1. 1

    Treat clutter as an attention tax; reduce it in physical, digital, and note-taking layers to regain clarity.

  2. 2

    Consolidate desktop mess immediately into one folder, then move it off the desktop in bulk to stop the anxiety loop.

  3. 3

    Create a single “plus folder” intake point for downloads and screenshots so incoming files don’t scatter across multiple locations.

  4. 4

    Use a 10 MB threshold for downloads: review and delete only files over 10 MB; leave smaller items alone to save time.

  5. 5

    Archive screenshots by year using bulk drag-and-drop after sorting by size and type, and collapse older year folders into a single archive.

  6. 6

    In Obsidian, process the unsorted “plus folder” in batches using search-result copying and mass moves into context folders.

  7. 7

    Optimize for retrieval by context: find notes through collections, folders, autocomplete, and links—not by forcing every note into a perfect hierarchy.

Highlights

A single “plus folder” turns chaotic incoming files into a manageable intake stream, making cleanup repeatable instead of endless.
The 10 MB rule prevents time-wasting manual sorting of thousands of small downloads while still catching the biggest storage offenders.
Obsidian cleanup uses batch operations (search results + mass moves) to shrink an unsorted backlog without opening every note.
The “ideaverse” framing shifts the goal from organizing documents to organizing thinking for context and fast retrieval.

Topics

  • File Consolidation
  • Downloads Triage
  • Screenshot Archiving
  • Obsidian Context
  • Batch Note Refactoring

Mentioned