David Rakoff Thinking Quotations

You can't win all the contests and then lose at one contest and say, 'Why am I not winning this contest as well?' It's random. So truthfully, again, do I wish it weren't me? Absolutely. I still can't make that logistic jump to thinking there's a reason why it shouldn't be me.

There's nothing particularly wrong with being more pessimistic than optimistic. Optimism is broad-based, non-detail-oriented thinking; pessimism is detail-oriented thinking.

Just think, the shoes I wouldn’t be caught dead in might actually turn out to be the shoes I am caught dead in.