I think the most likely belief set here is that it's possible for any poor person to escape poverty through hard work and tenacity. This belief (though arguably incorrect) is supported by his personal experience. Furthermore, because he's proud of his struggle and achievement, the idea of someone 'pitying' or feeling 'guilt' for someone in his former position is detestable because it suggests that they think they're better than him.

In this light, he is not a cynic. Rather, in a sense, he is an extreme optimist and someone who is very proud of where he came from.

This is ALL speculation. My main point is that we should remain open minded in discussion and not make moral judgements on others when they are unsubstantiated (e.g. you "should really" assess your own inner self) i.e. i really think something is fundamentally wrong with you.