Though some of the rest of Clippy's "friends" (Lynx the cat and Rover) came from Bob and were Bob's "friends" first. Windows 2000 added Microsoft Agent which shared some characters in 2D with Office 2000 and invented a few new 3D characters (which Office never used). Windows XP added "Search Assistant" using some of the Office characters (Rover being the default search character and Lynx still hanging around as an alternative).

The legacy of Bob lived on for a while. Also Microsoft Agent was a lot of fun to play with as a kid in High School. I built some wild PowerPoint Presentations scripting Agents from the Notes field.