When he was eight years old, he and his mother abruptly packed their things and left Aldhollow. They were headed to his mother's birthplace; a small village called Winterholt, which was nestled deep in the mountains. The journey was a hard one, especially for a small child, and it took them almost two months to complete. They arrived just in time for the summer festival, and were warmly welcomed into the community.
Although Miles's mother was much happier in Winterholt, he had a hard time adjusting to the drastic change in scenery. Over time, he became rather withdrawn and took to writing in his diary rather than having and prolonged interactions with others.
Eventually, word began spreading about the village that the warlock who lived on the crag overlooking the town was looking for an apprentice. This was big news, for although the warlock had resided over the village for as long as anyone could remember, it was very rare for him to show any sign of life. His stronghold's gates remained forever closed, and he kept to himself within its stone walls.
It was almost a year later when Miles's mother ran into the warlock whilst picking some flowers she needed for a recipe. The two had a friendly conversation (as it turned out, the warlock was actually fairly personable), and she happened to mention that she was worried about her son's failure to adjust to their new home. It was then that the warlock suggested taking the boy under his tutelage; that perhaps if he had a productive outlet, he would begin to feel as though he belonged.
His mother agreed, and soon after, he was entrusted to the warlock's care. At first, Miles was frightened of the older man. He had heard many terrible things about warlocks, and, to be fair, most of them were true. His new master was remarkably sane for his profession, which also happened to imply that he was rather skilled at it.
The next few years of Miles's life was spent learning the art of sorcery. Although a difficult craft to learn, he managed to do fairly well with it, and whenever he had trouble with it, his master would helpfully encourage him. The two became rather close, as the warlock became the only nurturing figure in Miles's life, since he was staying within the fortress during his apprenticeship.
Eventually, though, as is common for warlocks, Miles's master began fracturing. He'd begun dabbling in magic that wasn't just dark, but downright evil. Whilst Miles continued his studies, the old warlock had started collecting souls and weaving them into a cloak that, when worn, would feed and magnify his power.
This is the cloak that Miles later discovered while snooping around the fortress. In a string of rather rash, panic-driven decisions, the cloak ended up attached to him and he felt he had no other choice but to run away until he could figure out a way to get it off, and/or destroy it. Which brings us up to current, with him running; terrified of being pursued and searching desperately for a solution to his (and his master's) problem.