If found these instructions and followed them to fix the issue: Setting up FileZilla Server with Windows Firewall So I google for “filezilla server on rackspace passive” and ended up reading the filezilla network configuration. Rackspace was no help on the phone and they had nothing in their kb. It would hang up on the “getting directory listing” point and compain about passive connections. Active ftp worked fine using WinSCP but my favorite little Fling ftp app didn’t work. After installing filezilla on my windows 2008 server hosted with rackspace I had issues getting connected with passive ftp.
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