You can use one of two options to insert CSV files: "Bulk Insert," a command that works from the SQL Server Management Studio, or "bcp utility," which you run from a Windows command line prompt.

Good old FTP and flat file import will do the trick reliably and never take a day off. Here are the basic steps to automate an FTP download in Windows followed by a CSV insert into MS SQL Server.

I would actually trust vbs more, because first I have to get a third party program to generate the csv, then I need to fiddle with the file, and then I'd like to push it to the server.