Mac file organizer · Treemoondus

It shows you the plan first.

Shipshape reads a messy folder, works out what everything actually is, and proposes a tidy-up you approve line by line. Nothing moves until you say so — and one click puts it all back.

Runs entirely on your Mac. No account, no upload. $29 once — yours to keep.

Windows coming soon — a version for Dell, HP, Lenovo and the rest is on the way.

Review plan — Documents 12 items
2021 Tax Return.pdf Move to Finance/ · renamed 2021_Tax Return.pdf Move
invoice copy.pdf Identical to invoice.pdf — that copy stays put Trash
Register_20240709.pdf Move to Finance/ · bank statement, 2024 Move
.DS_Store Finder litter — macOS rebuilds it Trash
11 of 12 selected · every move reversible Apply plan

Two jobs, done properly

Tidy the folder. Then actually understand it.

Most cleaners stop at cache files and duplicates. Shipshape does that part — and then does the part nobody else will touch: reading what your documents are.

Put it in order

Point it at a folder. It proposes a structure — by type, by year, or one you draw yourself — and files everything into it.

  • Find exact duplicates and look-alike images, keep the copy you choose
  • Clear caches, logs, leftover installers and stale downloads
  • Fold several folders into one, collapsing duplicates across all of them
  • See where your space went, drive by drive

Know what's in it

Search the text inside every document, or ask for a plain-English rundown of a folder you haven't opened in three years.

  • Find a name, account number or phrase inside your files — on-device and free
  • Summarize a whole folder: what's here, what it's for, what's missing
  • File tax documents by the year printed on the document, not the file date
  • Watch what's changing on your Mac in real time

The part that isn't a cleaner

“What is all this, actually?”

A disk cleaner can tell you a folder is 4.2 GB. It cannot tell you it's seven years of client contracts with two years missing. Shipshape reads the documents and tells you in a paragraph.

Ask a folder: what's in here? · which years am I missing? · where's the NDA?

Folder summary · Documents/Business

This folder holds 214 business documents spanning 2017–2024. The bulk is client contracts and signed NDAs, with invoices concentrated in 2021–2022. Tax filings are present for every year except 2019 and 2023. Fourteen files appear to be drafts of the same services agreement, and three scanned documents have no readable text — likely photographs of paper.

Generated on your Mac. Private files are never sent anywhere without your explicit say-so.


See it work

The real app, on a real mess.

A folder of "taxes final FINAL.pdf" and "deck v7 USE THIS ONE.pdf" — scanned, understood, and proposed as a plan. These are unedited screenshots.

27 seconds, unedited: scan → plan → apply → undo.
Shipshape's Review Plan screen: every proposed move and rename listed with reasons, MOVE and TRASH tags, and an Apply plan button
The plan: every move and rename, with the reason — nothing happens until you approve it.
Organize screen with a chosen folder and the Scan button
Point it at any folder.
Done screen: 10 files filed, 1 duplicate staged, 2 tidied away — every move reversible, with an Undo button
Done — with Undo right there.
Space Lens: see where the space went.
Find: search inside your documents, on-device.
Duplicates: byte-identical copies, you pick the keeper.
Merge: fold folders together — duplicates collapse across them.

Why you can point it at real files

Built so a mistake can't cost you anything.

This app moves and deletes things. That deserves more than a promise, so every destructive step is staged, reviewable and reversible by design.

Nothing is ever hard-deleted

Everything Shipshape removes goes to the macOS Trash, recoverable until you empty it yourself. There is no code path that erases a file outright.

You approve every move

Each run is a plan you read first, item by item, with anything uncertain switched off by default. One click reverses the entire run afterwards.

Your files stay on your Mac

Organizing, search and duplicate-finding are fully on-device. The AI features are opt-in, show you the cost first, and never send private files without consent.

It won't touch system files

Shipshape works inside your home folder. macOS internals and app guts are out of scope — it can't break your system by tidying it.

No account, no telemetry

Nothing to sign up for and nothing phoning home. It doesn't invent scary numbers to sell you a subscription either.

Moves are verified

Files moved across drives are copied, checksum-verified, and only then is the original released. An interrupted move can't lose the file.


Privacy, in plain English

What the AI can see — and what it can never see.

Everything core runs entirely on your Mac: scanning, duplicates, junk-finding, Space Lens, search, and OCR of scanned documents. AI is off by default — nothing can use it until you add your own key (or the optional Treemoondus AI plan). And the features that read document text — AI search, document review, folder reports — each show a consent screen first: how many documents, and what it costs.

When you opt in, the AI sees only…

  • For organizing and search: file names and short text excerpts (a few hundred characters) — never the files themselves. Nothing is ever uploaded.
  • For a document review or folder report: the text of the specific documents you chose to have read — after their consent screen.
  • Everything goes through on-device redaction first: Social Security, card and account numbers, emails, phone numbers and dollar amounts are scrubbed before anything leaves your Mac — plus any words or names you add to your own scrub list.
  • Names-only mode goes further: filenames only, zero file content, ever.
  • A count and cost estimate first, every time. Nothing is sent until you approve that screen.

The AI can never see

  • Files matching your private list. Anything matching patterns like “medical”, “therapy”, “passport”, “SSN” (preloaded — add your own) is excluded before any AI feature runs. Those files never leave your Mac, full stop.
  • Your actual documents and photos. There is no upload path in the app — the AI receives redacted snippets of text, not files.
  • Anything at all when AI is off. Organizing, duplicates, search and cleanup work fully on-device with no key and no subscription.
  • Who you are. No account, no telemetry, licence keys verified offline. With the optional Treemoondus AI plan, our relay counts tokens for billing — it stores no content.

The formal version, including exactly what the app stores locally and what our store and email providers see at purchase: the full privacy policy. Want the AI features? Setting up your key takes 3 minutes. Questions? Tell us directly.


One-time purchase

$29once — yours to keep
  • Every feature, no tiers, no add-ons
  • Free updates for version 1
  • Use it on your own Macs
  • Bring your own AI key (3-minute setup), or skip AI entirely — the on-device features are free forever
Buy a licence — $29 Download free & try it ₿ Pay with Bitcoin — no account, key on-screen

Free to scan and review — the licence unlocks applying changes · 7-day refund policy (a refund deactivates the licence for future updates and reactivation)

macOS 12 or later · Apple silicon · 62 MB · Signed & notarized by Apple