How to bulk insert 20 100mb CSV files into SQL Server?

You may choose a number of options 1. Use the DTS package 2. Try to produce one uniform CSV file, get the db table in sync with its columns and bulk insert it 3.

Bulk insert every file to its own table, and after that merge the tables into the target table.

I would recommend looking at the BCP program which comes with SQL Server and is intended to help with jobs just like this.

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