4. If I try #2 & #3 on a SQL 2005 instance, I get the same failure/success as SQL 2008 R2 5. If I try #2 & #3 with SQL 2012 or SQL 2014 both successfully read the header ...

However, when i attempt to do an in-place upgrade of SQL to 2008 R2, either 32 or 64 bit, it goes through the part where it checks the Setup Support Rules with no issues.