Uploads Crash on Random Files with a 500 Error

Here's what I'm getting, though it may complete the upload of 1 file, 10 files, or 100 files before the error message--that's totally random, it appears. But the error is consistent.

I would wager to say that the error is because the command is going too fast for the server to pick up or something--like it's reading echos of the sent command and assuming they're new commands. Not sure, though.

Any thoughts, folks?

[20:41:57] SmartFTP v2.0.996.30

... irrelevant entries removed for security...

[20:41:57] SYST
[20:41:57] 215 Windows_NT
[20:41:57] FEAT
[20:41:57] 211-FEAT
[20:41:58] SIZE
[20:41:58] MDTM
[20:41:58] 211 END
[20:41:58] TYPE I
[20:41:58] 200 Type set to I.
[20:41:58] REST 0
[20:41:58] 350 Restarting at 0.
[20:41:58] PWD
[20:41:58] 257 "/" is current directory.
[20:41:58] TYPE A
[20:41:58] 200 Type set to A.
[20:41:58] PORT 192,168,1,47,5,11
[20:41:58] 200 PORT command successful.
[20:41:58] LIST -aL
[20:41:58] 150 Opening ASCII mode data connection for /bin/ls.
[20:41:58] 429 bytes transferred. (N/A/s) (0 ms)
[20:41:58] 226 Transfer complete.
[20:42:00] CWD /conundrumtechnologies_com
[20:42:00] 250 CWD command successful.
[20:42:00] PWD
[20:42:00] 257 "/conundrumtechnologies_com" is current directory.
[20:42:00] PORT 192,168,1,47,5,12
[20:42:00] 200 PORT command successful.
[20:42:00] LIST -aL
[20:42:00] 150 Opening ASCII mode data connection for /bin/ls.
[20:42:00] 1038 bytes transferred. (N/A/s) (0 ms)
[20:42:00] 226 Transfer complete.
[20:42:02] CWD /test
[20:42:02] 250 CWD command successful.
[20:42:02] PWD
[20:42:02] 257 "/test" is current directory.
[20:42:02] PORT 192,168,1,47,5,13
[20:42:02] 200 PORT command successful.
[20:42:02] LIST -aL
[20:42:02] 150 Opening ASCII mode data connection for /bin/ls.
[20:42:02] 382 bytes transferred. (N/A/s) (0 ms)
[20:42:02] 226 Transfer complete.
[20:42:04] DELE AC_RunActiveContent.js
[20:42:04] 250 DELE command successful.
[20:42:04] DELE Application.cfm
[20:42:04] 250 DELE command successful.
[20:42:04] DELE crossdomain.xml
[20:42:04] 250 DELE command successful.
[20:42:04] DELE email_sig.html
[20:42:04] 250 DELE command successful.
[20:42:04] DELE frames.cfm
[20:42:04] 250 DELE command successful.
[20:42:04] DELE goPage.cfm
[20:42:04] 250 DELE command successful.
[20:42:04] DELE index.cfm
[20:42:04] 250 DELE command successful.
[20:42:05] PORT 192,168,1,47,5,14
[20:42:05] 200 PORT command successful.
[20:42:05] LIST -aL
[20:42:06] 150 Opening ASCII mode data connection for /bin/ls.
[20:42:06] 0 bytes transferred. (N/A/s) (0 ms)
[20:42:06] 226 Transfer complete.
[20:42:08] Remote file exist check: "AC_RunActiveContent.js".
[20:42:08] TYPE I
[20:42:08] 200 Type set to I.
[20:42:08] SIZE AC_RunActiveContent.js
[20:42:08] 550 AC_RunActiveContent.js: The system cannot find the file specified.
[20:42:08] File size check (SIZE) failed. File not found or permission denied.
[20:42:08] PORT 192,168,1,47,5,15
[20:42:08] 200 PORT command successful.
[20:42:08] STOR AC_RunActiveContent.js
[20:42:08] 150 Opening BINARY mode data connection for AC_RunActiveContent.js.
[20:42:08] 3359 bytes transferred. (N/A/s) (0 ms)
[20:42:09] 226 Transfer complete.
[20:42:09] SIZE AC_RunActiveContent.js
[20:42:09] 213 3359
[20:42:09] Remote file exist check: "Application.cfm".
[20:42:09] SIZE Application.cfm
[20:42:09] 550 Application.cfm: The system cannot find the file specified.
[20:42:09] File size check (SIZE) failed. File not found or permission denied.
[20:42:09] PORT 192,168,1,47,5,16
[20:42:09] 200 PORT command successful.
[20:42:09] STOR Application.cfm
[20:42:09] 500 'APPLICATION.CFM': command not understood
[20:42:09] Transfer failed.
[20:42:09] TYPE A
[20:42:09] 500 'CFM': command not understood