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SecureFiles · comparison

Cryptshare and Conbool — side by side.

If you're looking for secure file transfer and encrypted communication, it pays to look directly at the differences. This page compares publicly verifiable points — as of May 2026.

Request a demoSecureFiles in detailUpdated: May 2026

In three sentences

What matters.

Cryptshare is an established secure file-transfer solution with long DACH presence, part of the Swedish Pointsharp group since 2022. Conbool SecureFiles is a German alternative with EU hosting, an Outlook add-in and modular licensing. Which fits best depends on your existing setup, hosting requirement and licensing preference.

The five most common questions, side by side.

Every statement about Cryptshare links to a public source. Every Conbool claim is verifiable in a demo.

Where is my data hosted?

Conbool SecureFiles

Exclusively in EU data centres on ISO 27001-certified infrastructure. Contract party and data processor is Conbool GmbH in Germany. The DPA names the concrete data location.

CryptshareCryptshare

Cryptshare is traditionally installed as an on-premise server at the customer site. Pointsharp also offers a hosted variant. Which variant fits is your choice.

Source: cryptshare.com / pointsharp.com — product pages and documentation center. Please check the concrete hosting option with the vendor.

Why it matters: on-premise gives full control but requires operation. A cloud solution with clear EU hosting is faster to operate and easier to document for data protection officers.

How large can the files be?

Conbool SecureFiles

Multiple gigabytes per file. Sending happens straight from Outlook: large attachments are automatically swapped for a secure download link — the recipient sees no difference.

CryptshareCryptshare

Cryptshare also supports very large files (in the gigabyte range). The exact upper bound depends on the server configuration and the chosen plan.

Source: cryptshare.com — feature description. Please check exact limits with the vendor for your concrete setup.

Why it matters: when the mail server limit (often 25 MB) is not enough for contracts, CAD files or videos, both solutions replace FTP workarounds.

How does the recipient authenticate?

Conbool SecureFiles

Passwordless: recipients receive a one-time link with configurable lifetime. Optionally add an SMS code as a second factor. No Conbool account, no password to remember.

CryptshareCryptshare

Cryptshare traditionally uses a transfer password chosen by the sender and shared via a separate channel (e.g. SMS or phone) with the recipient. Recipient verification is part of the core concept.

Source: cryptshare.com — feature description of recipient verification and password workflow.

Why it matters: password workflows are well-established but require discipline (second channel). Passwordless links are friendlier but must be properly secured — both have merit.

How is licensing structured?

Conbool SecureFiles

Modular per feature. Term monthly or yearly, no multi-year minimum. You can activate modules like the Outlook add-in, secure inbox or DLP independently.

CryptshareCryptshare

Cryptshare is billed as an annual license per domain or server. On-premise adds server operating costs. Exact conditions are negotiated by the vendor directly.

Source: cryptshare.com — licensing model and price request. Current pricing via the vendor.

Why it matters: if you want Outlook integration without running servers, a cloud solution gets you live faster. If you already operate infrastructure, on-premise gives more control.

How quick is the rollout?

Conbool SecureFiles

Pure cloud service. The Outlook add-in is rolled out centrally, configuration runs in the admin portal. First users can be productive within hours, no server setup required.

CryptshareCryptshare

With the server variant a classic installation and configuration is needed (server, certificates, AD integration). The cloud variant reduces this effort according to the vendor.

Source: cryptshare.com — installation guide and cloud product page.

Why it matters: setup effort is a direct cost driver in IT projects. Cloud saves server operations, on-premise gives full data sovereignty.

Migration checklist

What to watch for when migrating away from Cryptshare.

Replacing Cryptshare typically runs in four steps — depending on whether you operate the on-premise install or the cloud variant.

  1. 1. Inventory existing Cryptshare servers

    Capture Cryptshare version, OS, AD integration and active transfer path configurations. For on-premise also capture backup strategy, certificate lifecycle and retention volume. This inventory also serves data migration later.

  2. 2. Roll out the Outlook add-in in parallel

    The Conbool Outlook add-in is distributed centrally (M365 Admin Center or GPO). Users then see both buttons — Cryptshare and Conbool — and can switch without pressure. A pilot group starts.

  3. 3. Let existing Cryptshare transfers expire normally

    Active Cryptshare transfers are not force-migrated. They run to the configured expiry date and are deleted after. New sends go via Conbool — a clean cut without data loss.

  4. 4. Decommission the Cryptshare server

    Once all transfers have expired and recipient lists are archived, the on-premise server can be deactivated. Cloud variant: terminate the tenant. Archive the audit log for GDPR Art. 30.

These steps apply to Cryptshare 5.x and the cloud variant. For Cryptshare connectors to DMS systems we review the integration in the consult.

Decision aid

When Conbool, when Cryptshare.

Conbool SecureFiles fits when …

  • You want a pure cloud solution with EU hosting and a German contract party.
  • You want an Outlook add-in with automatic large-file redirect.
  • Passwordless retrieval for external recipients simplifies your workflow.
  • You want to bill modularly per feature.

Cryptshare fits when …

  • You prefer an established solution with a long maintenance history.
  • You need on-premise operation with full data sovereignty.
  • The password workflow concept is already part of your compliance.
  • You already run Pointsharp products (e.g. PIM).

Matched to your setup

Conbool SecureFiles by industry and use case.

Sicherer Akten-Versand für Kanzleien

BORA-konformer Versand verschlüsselter Schriftsätze, Verträge und Mandats-Unterlagen.

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DSGVO-konformer Dateiversand

EU-Hosting, Audit-Log und Empfänger-Authentifizierung für DSGVO Art. 30.

Learn more

Sicherer Posteingang

Externe laden Dateien sicher zu Ihnen hoch – ohne Cryptshare-Konto.

Learn more

WeTransfer-Alternative

DSGVO-konformer Dateiversand aus der EU, ohne CLOUD-Act-Risiko.

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FTP-Alternative

Sicherer Dateitransfer statt FTP — Outlook-Add-in, Audit-Log, NIS-2.

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DSGVO-konformer Dateiversand

Verschlüsselter Dateiversand nach Art. 32 DSGVO und NIS-2.

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Sicherer Posteingang

Dateien sicher empfangen — persönlicher Upload-Link für Externe.

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Große Dateien per Outlook

Outlook-Anhang zu groß? Direkt aus Outlook verschlüsselt versenden.

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Also compared

Further file-transfer alternatives and cross-comparisons.

Cryptshare is often weighed up against FTAPI, WeTransfer and classic FTP. Here are the direct comparison pages.

Frequently asked

See Conbool SecureFiles in your own setup.

30-minute demo. Cloud service hosted in the EU.

Request a demoSecureFiles in detail

Sources and fairness note

Statements about Cryptshare rely exclusively on publicly accessible sources: cryptshare.com, pointsharp.com and the Cryptshare Documentation Center. Claims about internal processes or architecture details not publicly substantiated are avoided. Statements about Conbool rely on our product documentation and contractual commitments.

As of May 2026. For your final decision we recommend you ask both vendors directly about the points relevant to you and get statements confirmed in writing.

Cryptshare and Pointsharp are trademarks of Pointsharp AB or the Pointsharp group. Conbool is a trademark of Conbool GmbH. This page is an editorial comparison — not official Cryptshare material.