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Fixed my issue. I had to change my FTP server settings. I'm using Xlight FTP server and had something enabled that prevented connection hammering. Disabled that and I'm good to go.

Resume works but reconnect doesn't

I notice my connection breaks trying to upload a large file (18 GB). The connection breaks every 1 GB. I was able to get the resume working, but the option reconnecttime doesn't seem to work. I've tried many variations, but here's the one I thought would work:

"C:\Program Files (x86)\WinSCP\WinSCP.exe" /command "option reconnecttime 1" "open sftp://username:password@server/folder" "put ""C:\"" -resume" "exit"

I can get it to resume by manually executing that command again when the connection breaks, but I need it to automatically reconnect and resume.

What am I doing wrong?