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Send OneDrive, ZIP & Outlook 365 files
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Whether you're sending email in the desktop version of Outlook or through Outlook.com, you'll run into size limits when trying to attach large files. Outlook won't allow you to send a message that's larger than 20 MB through web-based email servers like Outlook.com or Gmail, or larger than 10 MB when sending through an Exchange server. So what happens when you need to get a large file to someone right away? You can still send the file by first uploading it to OneDrive. Or, if you're trying to send photos that are too large through the desktop version of Outlook, you can also use Outlook's image size reducer to shrink them. A third way is to compress the file(s) into a ZIP file, which will usually reduce its size.

Easy Way to Send Big Files In Outlook

  1. Open File Explorer (Windows) or Finder (Mac) and compress the files you want to send.
  2. In your Outlook email, click the paperclip icon to attach a file.
  3. Select the compressed ZIP file and click "Open" to upload it. The file is ready to send!
Method 1
Method 1 of 3:

Uploading to OneDrive

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  1. Sign in to https://www.onedrive.com. Because email servers limit the size of attachments, you'll want to upload your file to cloud service and then include a link to the file in your email message.
    • You get 5 GB of space on OneDrive for free with a free Microsoft account. If you subscribe to Microsoft 365, you'll have 1TB of space, and can upload files up to 250 GB.
    • If you'd prefer, you can use a different cloud drive service, such as Dropbox or iCloud, instead of OneDrive.
  2. It's at the top of your file list. A menu will expand.[1]
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  3. This opens your computer's file browser.
  4. This uploads the file to OneDrive. You can watch the progress at the top-right corner of OneDrive.[2]
  5. You'll see this at the top-left corner of the file list.[3]
  6. This saves a direct link to the large file to your computer's clipboard.[4]
  7. Whether you're using Outlook.com on the web or the Outlook app on your computer, you can paste the URL you copied into the body of the message. Just right-click the location in the message where you want to insert the link and select Paste.[5]
  8. When the recipient receives the message, they'll be able to download the large file by clicking the link you included.
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Method 2
Method 2 of 3:

Reducing Image Size in Outlook 365

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  1. If you're using the Outlook application on your computer and want to share large photos, you can tell Outlook to make the images smaller when sending.[6]
    • To attach files in an Outlook message, click the paperclip icon at the top of the new message, select Browse This PC, choose the file(s), and then click Open.
  2. The File menu that you need to click is the one that's on the new message, not the one at the top of Outlook. You'll see an Info menu option at the top of the File menu when expanded.[7]
  3. It's the first option in the yellow box under "Image Attachments."[8]
  4. Now that you've told Outlook to reduce the size of the attached image(s), you should be able to send the message without error.
    • If you can't get the images small enough to send this way, send multiple email messages with a few images attached to each, or upload them to OneDrive instead.
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Method 3
Method 3 of 3:

Compressing Files Before Sending

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  1. Open File Explorer (Windows) or Finder (Mac). If you're trying to send a file (or group of files) that are too large to attach to an email, you may be able to reduce the size of the file by compressing it into a ZIP file. The recipient can then unzip the file to view what's inside.[9]
    • Compressing files helps to save space.[10]
    • It enables you to send multiple files together.[11]
    • To open File Explorer for Windows, click the folder icon in the taskbar, or press Windows key + E.
    • To open Finder for macOS, click the two-toned smiley face icon on the Dock.
    • Some mail servers won't allow you to attach a ZIP File to an email. If you get an error about attaching a ZIP file, try using OneDrive instead.
  2. For example, if your large files are photos, you can open your Photos or Pictures folder.
    • Compressing files that are already in compressed formats, such as MP3, JPG, or MP4, will typically not reduce the file size by much. This method will work best for uncompressed files such as large Adobe documents, uncompressed video, and images in the RAW format.
  3. To select multiple files, hold down the Control (PC) or Command (Mac) key as you click each file.
  4. The steps are a little different depending on your operating system:
    • Windows: Right-click the selected file(s), choose Send to on the menu, and then select Compressed (zipped) folder.[12]
    • macOS: Press Control as you click the selected file(s) and choose Compress from the menu.[13]
  5. Once you compress the files into a ZIP, a new file ending with the ".zip" extension will appear in the same folder you're in. You'll want to make sure it's fewer than 10 MB if you're sending it through an Exchange server, or 20 MB if sending through most other types of mail servers. Here's how to check its size:
    • Click the file ending with .ZIP once to select it.
    • If you're using a Mac, click the File menu and select Get Summary Info.
    • If you're using Windows, right-click the file and select Properties.
  6. You can do this using the desktop version of Outlook or Outlook.com on the web. Just click the paperclip icon at the top of the message, select Browse this Computer or Browse this PC, choose the file, and then click Open. If the file is smaller than the maximum, the message will send as normal.
    • If you're still unable to send the message after compressing the file, or Outlook won't let you attach a ZIP file to an email, you could try to upload them to OneDrive or another cloud drive instead.
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Expert Q&A

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  • Question
    Why do you compress files?
    Luigi Oppido
    Luigi Oppido
    Computer & Tech Specialist
    Luigi Oppido is the Owner and Operator of Pleasure Point Computers in Santa Cruz, California. Luigi has over 25 years of experience in general computer repair, data recovery, virus removal, and upgrades. He is also the host of the Computer Man Show! broadcasted on KSQD covering central California for over two years.
    Luigi Oppido
    Computer & Tech Specialist
    Expert Answer
    Compressing files helps to save space. It enables you to send multiple files together.
  • Question
    What happens when you compress a file?
    Luigi Oppido
    Luigi Oppido
    Computer & Tech Specialist
    Luigi Oppido is the Owner and Operator of Pleasure Point Computers in Santa Cruz, California. Luigi has over 25 years of experience in general computer repair, data recovery, virus removal, and upgrades. He is also the host of the Computer Man Show! broadcasted on KSQD covering central California for over two years.
    Luigi Oppido
    Computer & Tech Specialist
    Expert Answer
    Programs like WinZip and WinRAR shrink the data into one packet. For example, you may have a 10-megabyte limit, and your file may be 12 megabytes. When you compress it, it gets down to seven megabytes. You can send it through email.
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  1. Luigi Oppido. Computer & Tech Specialist. Expert Interview. 31 July 2019.
  2. Luigi Oppido. Computer & Tech Specialist. Expert Interview. 31 July 2019.
  3. https://support.microsoft.com/en-us/windows/zip-and-unzip-files-f6dde0a7-0fec-8294-e1d3-703ed85e7ebc
  4. https://support.apple.com/guide/mac-help/zip-and-unzip-files-and-folders-on-mac-mchlp2528/mac

About This Article

Luigi Oppido
Co-authored by:
Computer & Tech Specialist
This article was co-authored by Luigi Oppido and by wikiHow staff writer, Nicole Levine, MFA. Luigi Oppido is the Owner and Operator of Pleasure Point Computers in Santa Cruz, California. Luigi has over 25 years of experience in general computer repair, data recovery, virus removal, and upgrades. He is also the host of the Computer Man Show! broadcasted on KSQD covering central California for over two years. This article has been viewed 135,549 times.
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Co-authors: 4
Updated: September 14, 2024
Views: 135,549
Article SummaryX

1. Log in to OneDrive or your preferred cloud storage account.
2. Click the Upload button.
3. Click Files.
4. Select the file and click Open.
5. Click the file and select Share.
6. Click Copy Link. 7. Paste the link into the email message and send.

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Thanks to all authors for creating a page that has been read 135,549 times.

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