I believe he is just drunk and introspective.

Everyone gets in a funk. Most of my friends are exiting college now, and are scared shitless because we were all raised being told we were going to change the world, that each individual has a purpose and that purpose is to shake the masses and truly do something great.

It's tough to accept that you might just be filing papers until you're dead, the only person you leave behind being the cabinet that you would converse with day in and day out, so much so that you gave him a name - Tiddlywinks. Mr. Tiddlywinks.

But no matter how hard you tried, or the tears you shed, he would not respond in kind.