FileFlippers vs Filemail
Filemail gives you a big free transfer and a desktop app. FileFlippers adds conversion, AI enhancement, and team tools on top of the send. Here's how they compare.
Quick Comparison
| Feature | FileFlippers | Filemail |
|---|---|---|
| Free transfer limit | 5 GB | 5 GB total per transfer |
| Paid max file size | 25 GB (Pro) / 50 GB (Squad) | Unlimited (Business+) |
| Monthly storage (paid) | 1 TB (Pro) / 1 TB per seat (Squad) | 1 TB per user (Pro & Business) / 5 TB per user (Enterprise) |
| Free plan pricing | Free forever | Free |
| Paid plan pricing | From £9.95/mo (annual) | From $12/mo (Pro) |
| File retention (free) | Up to 7 days | 7 days |
| File retention (paid) | Up to 30 days (Pro) / 60 days (Squad) | 30 days (Pro) / Forever (Business & Enterprise) |
| Desktop app | Browser-only | ✓ (Windows, Mac, Linux) |
| Resumable uploads | ✓ | ✓ (via desktop app) |
| Convert between 50+ formats | ✓ | ✗ |
| AI file enhancement | ✓ | ✗ |
| Password protection | ✓ (Pro & Squad) | ✓ (Pro and above) |
| Custom branding | ✓ (Pro & Squad) | ✓ (Business+) |
| Outlook/Gmail plugin | ✗ | ✓ |
| Team management | ✓ (Squad) | ✓ (Business+) |
Where FileFlippers Stands Out
- ✓Convert between 50+ formats — Convert video, audio, image, document, vector, and font formats directly in your transfer workflow. Filemail moves files but does not transform them.
- ✓AI file enhancement — Upscale images and clean up noise before sending. Filemail has nothing like it.
- ✓Nothing to install. FileFlippers runs entirely in the browser. Resumable uploads and crash recovery work without a desktop app, on either end.
- ✓Lower starting price. FileFlippers Pro starts at £9.95/mo on an annual plan. Filemail Pro starts at $12/mo. For teams, FileFlippers Squad offers clear per-seat pricing.
- ✓Made for creative teams. Built for agencies, studios, and design teams, with team dashboards, shared history, and NDA compliance.
Where Filemail Might Be Better
- •Comparable free transfer limit. Both Filemail and FileFlippers offer 5 GB on their free plans. Filemail's limit is per transfer, while FileFlippers' is per file, so they are comparable for most use cases.
- •Desktop and mobile apps. Filemail has native apps for Windows, Mac, Linux, Android, and iOS. FileFlippers is browser-only, which may not suit users who prefer dedicated apps.
- •Email client plugins. Filemail integrates with Outlook and Gmail, letting you send large files directly from your email client. FileFlippers does not offer this integration yet.
- •Unlimited file sizes on paid plans. Filemail Business and Enterprise plans have no file size cap, while FileFlippers Pro supports up to 25 GB per file.
- •Longer file retention. Filemail Business and Enterprise plans keep files available forever. FileFlippers' maximum retention is 60 days on the Squad tier.
Who Should Choose FileFlippers?
FileFlippers is the best fit when sending the file is only half the job:
- →Creative professionals who want to enhance and convert files as part of the delivery workflow
- →Design teams and agencies who need team dashboards, shared history, and branded transfer pages
- →Users who prefer browser-based tools. No installations, no updates, works on any device with a modern browser
- →Budget-conscious teams who want clear per-seat pricing they can predict
Common questions
What is a good Filemail alternative?
FileFlippers matches Filemail's 5 GB free limit and adds the things Filemail does not do: conversion between 50+ formats, AI file enhancement, and payment-gated delivery so clients pay before their download unlocks. It is all browser-based, with no app to install.
Is Filemail free?
Yes, Filemail's free plan allows up to 5 GB per transfer with 7-day retention. FileFlippers free is similar: 5 GB per file and up to 7 days before files expire, free forever.
Filemail vs FileFlippers: which is cheaper?
FileFlippers Pro starts at £9.95/mo on an annual plan; Filemail Pro starts at $12/mo. Both include 1 TB of storage at those tiers, but FileFlippers also bundles file conversion and AI enhancement rather than transfer alone.
Does Filemail have unlimited file sizes?
On Business and Enterprise plans, yes, and those plans keep files forever. FileFlippers caps files at 25 GB on Pro and 50 GB on Squad with up to 60 days of retention, which covers most creative deliveries, and adds payment-gated delivery for client work.
Last updated: July 2026. Information based on publicly available data. Check filemail.com for their latest pricing and features.