best answer written by Dmitri Korotkevitch:
Speaking of the installation, SQL Server 2008 allows you to set authentication mode (Windows or SQL Server) during the installation process. You will be forced to choose the strong password for sa user in the case if you choose sql server authentication mode during setup.
If you install SQL Server with Windows Authentication mode and want to change it, you need to do 2 different things:
Go to SQL Server Properties/Security tab and change the mode to SQL Server authentication mode
Go to security/logins, open SA login properties
a. Uncheck "Enforce password policy" and "Enforce password expiration" check box there if you decide to use weak password
b. Assign password to SA user
c. Open "Status" tab and enable login.
I don't need to mention that every action from above would violate security best practices that recommend to use windows authentication mode, have sa login disabled and use strong passwords especially for sa login.