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Files under 10Mb in size can be attached right into the tracker issue (if you do not want the attachments to be publicly accessible, limit the attachment visibility to "teamcity-developers" user group only).
You can also send small files (up to 2 Mb) via email: teamcity-feedback@jetbrainssupport@jetbrains.com Please do not forget to mention your TeamCity version and environment and archive the files before attaching.
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