Honestly, it may just be because I forgot but I feel like... Hermes just didn't talk very much about his own emotional issues with anyone? Because we know the Ancients could feel grief (see Eric) and that there were some sort of problems going on which required a position like Azem's to be made. So while things might have been fine in Elpis itself, elsewhere could have been a different story. But since Hermes largely stayed in Elpis as far as I can tell, and was apparently a very good boss/leader that his people respected, he didn't really have much of a chance to find anyone who could share in his doubts. He just assumed nobody would really understand how he felt and did nothing to reach out or discuss his feelings with people.

Maybe if he had just left Elpis for a few weeks he could have found someone who could have understood him. But then again maybe he would be the type who would insist nobody really understands his questions and would have turned away from such a person. Who knows!