Side by Side upgrade and migrate SQL Here is the story: We want to do side by side SQL upgrade from 2016 to 2019 with a new windows of 2016. My SA wants to robocopy all drives except drive C from the old server to the new server. Do I get any issues with live or offline databases (data and log files) after transfer? will they get corrupted?  Please provide me your ideas.
If the SA is building a new server then you best option is to do a migration not an upgrade (upgrades also do not have a good rollback plan and therefore is not recommended to do in production). 

Here is a decent article with migration steps to start with but there may be adjustments for your environment. https://www.mssqltips.com/sqlservertip/1936/sql-server-database-migration-checklist/

Migrations should not be scary but they need everyone's involvement to make sure that if you do run into snags that they get fixed asap and hopefully documented for future reference.