> It's far from the worst piece of UI design still kicking about.
All the examples you quote are excellent in their awfulness, but you missed one...
Start menu -> ODBC Data Source Administrator -> User DSN/Add... -> Microsoft Excel Driver/Finish -> Select Workbook...
The whole process is a glorious nostalgia trip ghastly flashback to Windows 3.1, with the 16-bit Win3.x file dialogue box at the end the cherry on the proverbial poop sundae.
To be fair to Microsoft (yes, really) it's not exactly a frequently-trodden part of the UI these days for most users.