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Sending Large Files Securely: Alternatives to Email Attachments

Email was never designed for large files. Microsoft 365 and Gmail both cap attachments, and the files that are too big (design drafts, video, scanned contracts, payroll exports) are often the ones that should not be sent around loosely. This guide explains the attachment limits you will hit, how to share large files securely with OneDrive, SharePoint or Google Drive links limited to specific people, how to set expiry dates and passwords, how to collect files from clients with a request link, and why free transfer sites are a poor fit for personal data.

By IT Sorted teamReviewed 7 min readHow we write guides
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Key takeaways

  • Microsoft 365 mailboxes default to a 35 MB sending limit; Gmail allows 25 MB of attachments per email.
  • Gmail automatically swaps files over 25 MB for a Google Drive link.
  • OneDrive links can be limited to specific people, given an expiry date, a password or blocked downloads.
  • OneDrive file requests let people upload files without seeing anything else in the folder.
  • Under the PDPA you must make reasonable security arrangements for personal data you send out.
In this guide · 8 sections
  1. 01Email attachment limits you will hit
  2. 02Why a sharing link is safer than an attachment
  3. 03How to share large files securely with OneDrive or SharePoint
  4. 04Google Drive: share with specific people and set expiry
  5. 05Receiving large files: file request links
  6. 06Free file transfer sites and personal data
  7. 07Do it yourself or get help?
  8. 08Frequently asked questions

Short answer

Upload the file to OneDrive, SharePoint or Google Drive and share a link limited to specific people, with an expiry date where your plan allows it. To receive files, use OneDrive's file request link. Avoid free transfer sites and 'anyone with the link' shares for anything containing personal data.

Email attachment limits you will hit

The 'attachment too large' error comes from your own mail system, the recipient's, or both. The smaller limit wins.

ServiceDefault limitWhat happens above it
Microsoft 365 (Exchange Online)35 MB to send, 36 MB to receive; admins can raise it up to 150 MBOutlook blocks the attachment or the email bounces
Gmail and Google Workspace25 MB of attachments per email (Workspace admins set work limits)Gmail replaces the file with a Google Drive link
Outlook.com (personal)25 MB per attachmentOutlook suggests sharing from OneDrive instead
Recipient's serverSet by their IT teamThe email bounces even if your side allows it
Sources: Microsoft Exchange Online limits, Gmail Help and Outlook.com sending limits, checked 19 October 2026.

Microsoft's Exchange Online limits note that what you can actually send also depends on the email client. Google's Gmail attachment help says files over 25 MB are uploaded to Drive automatically. Raising your limit does not help if the recipient's server refuses large messages, so links are the more reliable fix.

How to share large files securely with OneDrive or SharePoint

Microsoft's OneDrive sharing help describes three link types: Anyone, People in your organisation, and Specific people. For client files, use Specific people.

  1. Upload the file to OneDrive or a SharePoint folder

    Use a folder for the client or project rather than your desktop sync folder, so it is easy to find and clean up later.

  2. Select Share, then open link settings

    Choose 'Specific people' and enter the recipient's email address.

  3. Pick view or edit

    Choose 'Can view' unless they genuinely need to change the file. Consider 'Block download' for view-only documents.

  4. Set an expiry date or password if available

    Microsoft lists 'Set expiration date' and 'Set password' as options for Microsoft 365 subscribers; for folders, expiry applies to Anyone links only.

  5. Send, then remove access when done

    After the project, open Manage access and stop sharing. Expired links need no cleanup.

Admins can set the default link type to Specific people and limit or switch off Anyone links for the whole company. Our guide to cleaning up 'anyone with the link' shares shows how.

Google Drive: share with specific people and set expiry

In Google Drive, select Share, type the recipient's email, choose Viewer, Commenter or Editor, and keep General access set to Restricted. Avoid switching to 'Anyone with the link' for business files.

Google Workspace accounts can add an expiry date to a person's access. Google's November 2025 Workspace update extended expiring access to files and folders in shared drives (for folders, the Viewer role) and standardised how expiry works in My Drive.

Free file transfer sites and personal data

Free transfer services are quick, but you have little control over where the file is stored, who can open the link, or how long it lasts. Many free tiers create links anyone can open.

Fine for

  • Marketing videos and brochures meant to be public
  • Photos for a printer or signage vendor
  • Large files with no personal or confidential data

Avoid for

  • Payroll, CPF or HR files
  • NRIC copies, medical or financial records
  • Customer lists and contracts
  • Anything your client agreement says must stay confidential

The PDPA's Protection Obligation requires organisations to make reasonable security arrangements to protect personal data in their care; PDPC summarises it on its data protection obligations page. A link anyone can open, on a service you have no agreement with, is hard to defend as reasonable. Use your business OneDrive or Drive instead. This is general information, not legal advice.

Do it yourself or get help?

Each person can start using specific-people links today. The company-wide settings (default link type, expiry for Anyone links, external sharing limits) are admin work and are what make it stick.

Large file sharing basics

Our Microsoft 365 / Google Security Lockdown (S$590) sets sharing defaults, external sharing limits and link expiry alongside MFA and admin hardening.

Frequently asked questions

Upload the file to your business OneDrive, SharePoint or Google Drive and share it with specific people rather than anyone with the link. Add an expiry date where your plan allows, and view-only access if the recipient does not need to edit. You can revoke access at any time, which you cannot do with an attachment.

For Microsoft 365 work accounts, Microsoft says the default maximum message size is 35 MB to send and 36 MB to receive, and admins can set a custom limit up to 150 MB. Personal Outlook.com accounts allow 25 MB per attachment. The recipient's mail server may still refuse large messages, so a OneDrive link is more reliable.

Attach it as usual and Gmail automatically uploads it to Google Drive and inserts a link instead. When Gmail asks about access, share with the named recipients only. You can also upload the file to Drive first, share it with specific people, and paste the link into your email.

In OneDrive or SharePoint, create a file request link for a folder. Clients can upload files without seeing anything else in the folder and do not need a OneDrive account. Google Drive has no direct equivalent, so Google users often use a Google Form with a file upload question or a folder shared with that client only.

It depends on the file. Free transfer services are fine for files meant to be public, such as brochures or marketing videos. For personal data or confidential documents, use your business cloud storage with specific-people links and expiry, because you control who can open the file and can revoke access later.

Rather have it done for you?

Fixed price, set up in your own accounts.

Order online, get a written scope, and keep full ownership of everything we set up. Questions first? Ask us in writing.