Multiple Hyperlinks in one email directing to the same file location

Kimberly Fader 0 Reputation points
2026-07-29T21:25:47.42+00:00

I'm using Outlook on the web in a chrome browser and trying to send an email with five different Google Drive links.

The first link pastes correctly. However, after that, every additional Google Drive link I paste appears to display the correct URL, but it actually opens the same file as the first link I pasted.

When I right-click and choose Edit Link, it shows one URL in the display text but is actually linked to a different URL. If I edit the hyperlink to the correct Google Drive URL and click Save in that 'edit link' window, I can actually watch it change itself back to the first link.

I've already tried:

  • Starting a brand-new email.
  • Restarting Outlook/the browser.
  • Pasting as plain text- which it won't even do.

The only workaround I've found is creating a separate email for each link, which obviously isn't practical.

Is this a known bug, or is there a setting or feature causing Outlook to reuse the first hyperlink? If so, how can I disable it?

Outlook | Windows | New Outlook for Windows | For business
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  1. Hendrix-C 19,970 Reputation points Microsoft External Staff Moderator
    2026-07-29T22:09:22.7633333+00:00

    Hi Kimberly,

    Based on your sharing, I have tested in my Outlook web version, but the links still work properly and point to the correct addresses. Therefore, I suspect the issue may be related to cached data or extensions in your Chrome browser that causing this situation.

    To confirm whether it is a browser related issue, you can have a test by using a different browser like Edge or an incognito profile. If the issue doesn't persist, try clearing Chrome cache and extensions by:

    • Click the vertical three dot icon on the top right > Delete browsing data > Delete on this device
    • Select the vertical three dot again > Extensions > Manage Extensions > temporarily turn off all available extensions then test again with Outlook. If the issue is gone, re-enable each extension one by one to identify which cause the issue

    You can give it a try and let me know whether it works. If you have any other questions, please feel free to reach out again in the comments on this post. I'm happy to assist you further.

    Thank you for your understanding and cooperation. I'm looking forward to your reply.


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  2. Kimberly Fader 0 Reputation points
    2026-07-29T22:00:46.5966667+00:00

    Nevermind- it appears to be only in my draft but when sent it sends the correct links. This still feels very buggy to me, but at least the correct links are being received. I'll still take help if anyone knows why it happens.

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