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Send large files securely and get paid before download

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Tracked since2026
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The Bottom Line

Entry price

Free plan available, paid tiers above

Biggest pro

Get paid before the recipient ever sees the final file, eliminating invoice chasing and payment risk.

Biggest con

Free plan limited to 5 GB per file, 15 transfers/month, and 15 GB total storage.

TL;DR - FileFlippers

  • Payment-gated file delivery: recipients must pay before they can download the actual file, and money goes directly to your Stripe account.
  • Send large files up to 50 GB with chunked transfers, pause and resume, and automatic malware scanning on upload.
  • White-label option with custom domain, branded download pages, and zero platform fees on paid plans.
Pricing: Free plan available
Best for: Growing teams

What is FileFlippers?

Editorial review
FileFlippers is a file transfer and payment platform designed for freelancers, creatives, and businesses who need to send large files securely and get paid before the recipient can download them. It combines large file transfer, file conversion across 50+ formats, and payment-gated delivery into a single workflow. Users can upload files up to 50 GB (on paid plans), set a price, and the recipient sees only a watermarked preview until payment clears through the user's own Stripe account. The platform also offers branded download pages with custom domain support, malware scanning, and automatic file expiration. FileFlippers is built around the concept of 'flipping' files, turning a file delivery into a revenue event without chasing invoices or handling work on good faith.

Pros & Cons

Pros

  • Get paid before the recipient ever sees the final file, eliminating invoice chasing and payment risk.
  • Zero platform fee on paid deliveries for Pro and Squad plans (only standard Stripe processing applies).
  • End-to-end branding control with custom domain and zero FileFlippers branding on Squad tier.

Cons

  • Free plan limited to 5 GB per file, 15 transfers/month, and 15 GB total storage.
  • Watermarked previews require credit packs on free account, limiting use without upgrading.

Key Features

Payment-gated downloads with watermarked previews and automatic file unlock on paymentFile conversion between 50+ formats including documents, video, audio, vector, and fontsLarge file transfer with chunking, pause, and resume supportBranded download pages with custom domain, logo, colours, and fontsAutomated malware and virus scanning on upload (up to 2 GB; media files over 2 GB exempt)Self-destructing transfers with configurable expiry up to 30 days (Squad: custom)

Pricing

Freemium

FileFlippers offers a generous free tier with optional paid upgrades for advanced features.

View pricing

Reviews

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FileFlippers FAQ

How does the payment-gated delivery work when I send a file?

You upload a file, enable the payment gate, set a price and currency. The recipient sees a watermarked preview of the file. Once they pay via Stripe, the clean original file unlocks for download. The money lands directly in your connected Stripe account.

What fees does FileFlippers take from paid deliveries?

Free accounts pay a 5% platform fee on the transaction amount. Pro and Squad accounts pay 0% platform fee — only Stripe's standard processing fee applies. Stripe's fee varies by region and card type.

Can the recipient see the file before paying?

Yes — they see a watermarked preview of the file so they know what they are buying. The clean, original file only unlocks after payment is confirmed.

Is there a limit on file size or transfer count?

Free: up to 5 GB per file, 15 transfers per month, 15 GB total storage. Pro: up to 25 GB per file, unlimited transfers, 1 TB storage. Squad: up to 50 GB per file, storage scales with seats (1 TB per seat), unlimited transfers.

Do I need a Stripe account to use payment-gated delivery?

Yes — you must connect your own Stripe account through Stripe Connect. Payments go directly to your account, and you handle refunds and disputes from your Stripe dashboard.

What file formats can I convert using FileFlippers?

FileFlippers supports conversion between 50+ formats across documents, video, audio, vector, and font files. The exact list is available on the file conversion page.

Can my team collaborate with a shared workspace?

Yes — the Squad plan includes a team workspace with admin controls, audit logs, and graduated seat pricing (base $21.99/month plus per-seat cost, up to 50 members). Storage and certain credits are shared across the team.

How does file expiration and deletion work?

You set an expiry window (up to 7 days free, 30 days Pro, custom on Squad/Boss). When the link expires, files are automatically deleted from FileFlippers' storage. Files are encrypted at rest and not used for AI training.

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