https://knowyourmeme.com/memes/clippy

Clippit, better known as Clippy, is the default animated character in the English Windows version of Microsoft Office Assistant, an interactive user's guide that came pre-installed with Microsoft Office bundles from 1997-2003. Due to its impractical and intrusive nature, Clippy quickly became a subject of mockery among Office users, inspiring a series of satirical images and parodies addressing its overall incompetence.

I guess we'll see if Round 2 goes better than Round 1.