Well, that depends on what the goal is, right? If I were a MS shareholder and wanted to see them grow and profit and succeed, I'd say somebody like Ray Ozzie.

But since I despise Microsoft and really don't care if they crash and burn or whatever, I'd go for somebody else for either ironic effect, comic potential, or just sheer absurdity. So my list of candidates would be:

1. Richard Stallman

2. Eric S. Raymond

3. Zed Shaw

4. Jamie Zawinski

5. Joel Spolsky

6. Darl McBride

7. Linus Torvalds

8. Paul Graham

9. Tom Siebel

10. Sir Tim Berners-Lee

11. Tony Hayward