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I usually have the settings for uploading files to 'overwrite without asking' and 'passive transfer'
I can't give a proof if the following versions have the same behaviour.
3.1.1. went through with a 160 MB File last week via a fibre glass connection.
If this is also with a DSL (and longer upload times) I don't know.
When uploading a big file (170MB) cyberduck fully uploads the file and then restarts the upload infinitely.
Workaround was setting the preferences for uploads to 'Ask if file exists'
(OSX 10.4.11 on DP3GHz)
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