1. When he was every person who's ever looked for employment:

2. When he made a small mistake on a first date:

3. When he was all of us ignoring our weaknesses:

4. When he owned up to his faults:

5. When he didn't quite get nature:
6. When he revealed his iconic hobby:

7. When he created this short-and-sweet self advertisement that's both honest and charming:

8. When he was dealing with some stuff:

9. When he may have overestimated how photogenic he is:

10. When he worked in the mail room and got a little... distracted:

11. When he penned a musical masterpiece:

12. When he was extremely innovative:

13. When he proved he has musical talent:

14. When he was an inventor, too:
