Yes, this is possible. You can make use of the DVUploader tool. The open-source DVUploader tool is a stand-alone command-line Java application that uses the Dataverse API to upload files to a specified Dataset. Since it can be installed by users and requires no server-side configuration, it can be used with any Dataverse installation. It is intended as an alternative to uploading files through the Dataverse web interface in situations where the web interface is inconvenient due to the number of files or file locations (spread across multiple directories, mixed with files that have already been uploaded or file types that should be excluded) or the need to automate uploads. You can find more information here: https://github.com/GlobalDataverseCommunityConsortium/dataverse-uploader/wiki/DVUploader,-a-Command-line-Bulk-Uploader-for-Dataverse
For more information about the Dataverse API, please take a look at: https://guides.dataverse.org/en/6.0/api/getting-started.html
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