While this post is old, we still use SchemaSpy here to document our SQL Server schemas, so I thought I'd share the solution for getting this to work on SQL Server 2012 and higher. I found the solution by combining the comments from Derrick and John and researching a bit. The closest configuration to SQL Server 2012 and higher is mssql05-jtds. That configuration works except for table comments. There's an extra space at the end of one line inside the mssql05-jtds.properties file inside schemaSpy.jar...