SmartFTP fails transferring some files to Windows 2003 Server

I am using SmartFTP to transfer files from my laptop running Windows XP to my Windows 2003 Server. Some files transfer successfully but others time out. The file gets transfered to the server but the SmartFTP client times out waiting for a response. I have increased the timeout on the server but that doesn't solve the problem.

I recently applied the latest security updates to the server. Could that be causing this issue?


-------this one works------

[18:52:33] Remote file exist check: "venueimages.zip".
[18:52:33] TYPE I
[18:52:33] 200 Type set to I.
[18:52:33] SIZE venueimages.zip
[18:52:33] 550 venueimages.zip: The system cannot find the file specified.
[18:52:33] File size check (SIZE) failed. File not found or permission denied.
[18:52:33] PASV
[18:52:33] 227 Entering Passive Mode (66,36,231,78,234,103).
[18:52:33] Opening data connection to 66.36.231.78 Port: 60007
[18:52:33] STOR venueimages.zip
[18:52:33] 125 Data connection already open; Transfer starting.
[18:52:59] 1159077 bytes transferred. (43.5 KB/s) (00:00:25)
[18:52:59] 226 Transfer complete.
[18:52:59] MDTM 20061122020458 venueimages.zip
[18:52:59] 550 20061122020458 venueimages.zip: The system cannot find the file specified.
[18:52:59] SIZE venueimages.zip
[18:53:00] 213 1159077
[18:53:00] Transfer successful.


-------this one fails------

[18:53:12] Remote file exist check: "workimages.zip".
[18:53:12] SIZE workimages.zip
[18:53:12] 550 workimages.zip: The system cannot find the file specified.
[18:53:12] File size check (SIZE) failed. File not found or permission denied.
[18:53:12] PASV
[18:53:12] 227 Entering Passive Mode (66,36,231,78,234,104).
[18:53:12] Opening data connection to 66.36.231.78 Port: 60008
[18:53:12] STOR workimages.zip
[18:53:13] 125 Data connection already open; Transfer starting.
[18:56:46] 8853018 bytes transferred. (40.5 KB/s) (00:03:33)
[18:57:26] Timeout (40s).
[18:57:26] Active Help: https://www.smartftp.com/support/kb/74
[18:57:26] Client closed the connection.
[18:57:26] Transfer failed.