Agares Dagon had launched the expedition about three hundred years ago.
The place where the demons resided was not the so-called Demon Realm.
There were many names for it, Chaos Interface, Annihilation Domain, Outer Void, etc. These were collective terms for all regions outside the mortal realm, with no consensus on the name.
As a mere soldier, Haywood had no idea where their destination was; he had only heard that they were to slay a dragon, and blindly followed the sergeant, marching for over two centuries. Partway, he got separated from the legion and accidentally entered the Otherworldly Gate, ending up living alone on an isolated island for over ten years.
The so-called advancement was merely a pretext of Haywood's.
His previous position had been that of a Sentinel, a patroller roaming outside the main force of the legion, which was why he had gotten separated.