This isn't an answer. There's nothing italicized
It could be that he is hurt that a machine beat him at chess. In a way, playing against a machine in a game about strategy feels very patronizing and insulting considering that it has an advantage against you by simple functioning that way. Since he's an older man, he could see it as not a true competition and that computers are replacing humans.
The Thoreau feel that the people who serve the state have the same worth as dogs or horses and that they should receive no more respect then a man of straw or a lump of dirt, so these people feel that working for the state rarely make any moral distinctions,and it also says in the paragraph that they are likely to serve the devil. So by this article we can clearly see that they are apposed to any form of serving the state.
I hope this helped :)