Sending files in a chat

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  • Lucas Rolff

    When using the "Lite" plan, the "Attach File" icon still appears to customers in the widget and it will simply fail to upload.

    I believe the "Attach File" feature shouldn't be available in the customer view (widget) when the feature is not available in the plan.

    Should be a rather simple if statement.

  • William Grote

    Perhaps someone can help, when I am chatting with Zendesk support as an agent, and I try to add a screenshot to the chat window, I have been getting the following error messages 50-75% of the time for about 3 months now - no one at ZD has any idea? 

    "Upload Failed, something went wrong, please try again"

    Happens with drag and drop as well, on multiple computers


  • Ramin Shokrizadeh
    Zendesk Product Manager

    @... The issue you are experiencing is tied to the Web Widget and I have informed that team in Melbourne about this, they are looking into it now. 

    @... That doesn't sound right and could be an issue with something on your website. I would suggest try sending the same file on the simulate widget page from the visitor list or use a tool like JSBin to load your widget snippet on a blank page and see if you still get failures sending files. If you continue to have issues, create a support ticket (email and attach the files you were attempting to send. We can see if it is an issue with the files themselves also. 

  • William Grote

    Hi Ramin, we dont use the widget on our own support website, this behavior is concerning Zendesk Support's own chat widget  - the chat window that pops when I connect with Zendesk support after clicking HELP.  So the ZD help agent usually has to open a ticket and then I have to email screen shots, which is ridiculous.  As I mentioned, its intermittent.  At first I thought perhaps VPN related, but I disabled that and I still cant send files 

  • Ramin Shokrizadeh
    Zendesk Product Manager

    Got it and sorry that you are experiencing that on our widget. If you can replicate it often, one thing you can do to help troubleshoot why it is happening for your computers/network is record a HAR file of starting a chat and attempting to send the file. This will tell us which server you are connecting to (if its a regional or specific server that is causing problems) or if there is a rejection on the file. 

    If you need help generating a HAR file, you can look at this article:

    Once the file is generated, create a support ticket and we can look into this further. I just attempted multiple files through our widget and it is working fine, so we will need more information to troubleshoot this further. 

  • William Grote

    Ok I will do this, have to wait until later though, but thanks for the help!

  • Saranraj C

    Hello Team,

    We have integrated the iOS SDK in our iOS app. While the agent sent the PDF file, the users are receiving the file name. But they not able to open and video the file. Is there any solution here?

  • Greg Katechis
    Zendesk Developer Advocacy

    Hi Saranraj C! Another customer asked a similar question earlier today, so I'll link you to my response to them here

  • Konet Web Hosting


    We'd like to display images in the chat. This has 2 meanings:

    1) When a visitor joins the chat, we'd like to welcome him with a funny gif/jpg so that we bring happiness to the interaction. This could also work if we open the chat when a visitor comes to our website and we open the chat and use a shortcut which contains a funny gif/jpg.

    2) When we reply to a visitor for a support request, it would save us a ton of time and it would be much easier if we had a predefined reply which would contain a self explanatory image along with the text.

    How can we achieve that? We've already seen other chat software using these features.

  • Christine
    Zendesk Engineering

    Hi Konet Web Hosting,

    Currently, GIF and JPG or PNG files (for images) cannot be added to Chat Shortcuts using the file URL or HTML code. The supported file types that you include in Chat Shortcuts are placeholders and text only.

    For other file types, they can be included as Chat attachments instead. Unfortunately, there's no automated way to attach files and add them via Chat shortcut, so agents will need to attach them manually.

    We appreciate your input though! If you have some time, I recommend that you start a post about this in our Feedback - Chat and Messaging (Chat) using the Product Feedback Post Template. Our Product Managers actively monitor our feedback threads, and conversations with high user engagement ultimately get flagged by the team for roadmap planning. Thank you!

  • Asaf

    Can I ask for a visitor to add a file as a must?
    like Fields

  • Audrey Ann Cipriano
    Zendesk Customer Care

    Hi Asaf welcome to our Community! 

    May I confirm if you're referring to the pre-chat form, submit a request form or during the chat interaction?

    It doesn't look like there's a native way to add a file as a must like ticket fields, however, I do see this can be possible with custom coding on your Submit a Request page but sadly not possible via widget. Sorry!

    if you're interested to know more about it, you can visit the tutorial here: Requiring a ticket attachment if a particular dropdown option is selected

    I hope this helps!

  • Efrat Barak Zadok

    We would like to add an image (in drag and drop mode/ copy paste) and then be able to add the message and not for it to be sent immediately after the image was added - is that possible?

  • Darenne
    Zendesk Customer Care
    Hi Efrat, I hope you're great. 

    If I understand you correctly, do you want to simultaneously add images and text on the standard chat box? If so, I made a test on my end and it appears the classic chat box via chat dashboard doesn't allow us to do it. You really have to send the picture first before you can construct a text or vice versa. This is an expected behavior and just the way it's always been in the chat dashboard. 

    However, this is possible if the agent workspace is enabled. You can attach an image, construct a text and send it at once. I hope this clarifies it! Have a lovely day. 

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