MTL - Darkness is Coming - Chapter 598 restlessness (below)

Ajax used to coast through life before his parents died, after that he focused hard to try get his life back on track but that wasn't really happening and it all ended the day he got mugged. Given a second chance at life he now looks to become someone who matters and is willing to work hard from the beginning to make that happen.

Cairn is a prince who is already tired of ruling. Faced with an imminent coronation and an overbearing father, he wants nothing more than to drown his responsibilities in cheap liquor and poor decisions. With the help of his sister, he hatches a plan to escape the clutches of the throne once and for all. It all goes terribly wrong, and Cairn finds his priorities shifting in the face of unimaginable tragedy. The change of heart comes too late, however, and Cairn dies. He reawakens to find himself transported ten years in the past. He immediately begins to plan for the future, only to discover his killer has somehow followed him. To succeed, Cairn must unite the kingdom and discover the motivation of his killer, using as many tries as it takes. ++++++++++++++++++++++++++++++++++++++++++++++++++++++++++I exhausted pretty much every time loop story ever written and decided to write my own. You'll see a few similarities here between this story and some existing stories, at least initially. There's a lot of inspiration drawn from both MoL and Re:Zero, though in terms of pathos and darkness, this story leans more towards the latter. Be warned, it is something of a slow burn. The main character will grow and become powerful, but a theme of this story is that power comes slowly and often at great cost.

As a promise, he went out into the world as an assassin. 3 years later, after becoming the Supreme Assassin, he gave up on everything he had and returned to the ranks of ordinary people. But one day, Kismet, a mystical game created by the National Research and Development had appeared.

Enigmatic hands, spectral frame, and one cunning strike just like the swing of the Grim Reaper. The Supreme Assassin takes on the mystical world, and how his legendary tales sets off, progressively ascending the altar to becoming the best.

- Description from Novelupdates