Choose the matter
Search by matter number, client, or description. Recent matters are available from anywhere with ⌘1–8.
Private email filing for macOS
From inbox to the right matter.
Maildrop turns dragged emails into correctly named PDF records, preserves their attachments, and files them where they belong—without handing your email or client data to a cloud service.
Version 0.9.27 · macOS 26 Tahoe or later · Signed and notarised
The filing loop
Deliberate where it matters. Fast everywhere else.
You always see and control the destination. Maildrop handles the repetitive naming, rendering, sequencing, and record keeping around it.
Drop and review
Drag one email or a batch, check the detected direction and party, edit the description, and press Space for a PDF preview.
File with confidence
Maildrop applies the date and next sequence number, saves into Correspondence, and confirms exactly what was written.
Capabilities
Built around real legal filing work.
The current app covers the whole path from a mail client’s drag payload to a reviewable, recoverable record on disk.
Searchable destinations with live sequencing
Choose a matter before filing, jump to recent matters by keyboard, and save into its Correspondence folder with the next sequence number for each email’s date.
A suggested matter, never a silent decision
On Apple Silicon Macs with Apple Intelligence, Maildrop can privately suggest a likely matter from the sender, subject, and body. The feature is off by default and only offers a one-click hint—the destination never changes itself.
Review mixed threads in chronological order
Drop multiple emails together, move through them with the arrow keys, edit party and description fields, remove unwanted rows, and watch determinate filing progress.
Faithful PDFs with headers and attachments
WebKit renders the message with pagination, intended fonts, and inline images. The PDF includes From, all To recipients, Cc, Bcc, timezone, and Message-ID; regular attachments are saved alongside it.
Warnings before the second copy
The same email dropped twice enters the batch once. Maildrop also checks the selected matter for its Message-ID and lets you skip already-filed messages or deliberately file them again.
Check before filing. Undo after.
Press Space for QuickLook, reveal the exact saved files in Finder, or move the last filing to the Trash with Undo. Partial failures keep only the unfinished rows queued, ready to retry without duplicating successful saves.
Reliable imports from where you already work
Maildrop accepts Microsoft Outlook—including its asynchronous file promises—Apple Mail, Finder selections, and opened .eml files. It waits for large Outlook messages to finish writing before parsing them.
Updates that explain themselves
Signed Sparkle updates can check and download automatically, roll out gradually, and report availability, progress, readiness, success, or failure without interrupting routine filing. Notifications and automatic behaviour are configurable.
Confidential by design
Sensitive processing stays local.
Maildrop does not need a mail account, a cloud filing service, or access to a remote AI provider.
Maildrop does not upload email or client data Parsing, PDF rendering, matter shortlisting, duplicate checks, filenames, paths, and attachments are processed locally. Files are written only to the destination you choose.
Remote content is blocked while rendering Tracking pixels, remote images, web fonts, and read-receipt URLs are not loaded when Maildrop produces the PDF.
Matter suggestions use Apple’s on-device model No email text or matter name is sent to Maildrop, Netlify, or an external AI service. Suggestions are experimental and off by default.
Minimal usage statistics are disclosed and controllable Enabled by default, Maildrop sends a random per-install ID, app and macOS versions, fixed-category error counts, and Apple's aggregate MetricKit performance and diagnostic counts. Raw diagnostic reports and call stacks are never uploaded, nor is any email, subject, file, path, matter, client, account, machine name, hardware ID, device model, or region. It can be disabled in Settings.
Ready for macOS Tahoe
Requires macOS 26 or later. The universal app runs on Apple Silicon and Intel; experimental matter suggestions additionally require an Apple Silicon Mac with Apple Intelligence. Maildrop can open at login and lives quietly in the menu bar.