MTL - Humans Are Falling Apart, Just In the Moon, Science God - Chapter 265

To save a doomed fantasy world, I killed the main characters, then destroyed the game world, and fell into another timeline as the academy's top seat and rival to the protagonist.Now, I'm trying to save the world and steer it towards a better ending…But I'm the final boss.

A man was transported to Ancient China and eventually became a servant of a declining household without a male heir. He utilized his wits and modern knowledge to help the household and eventually become trapped in the sea of political turmoils of the period.

- Description from Novelupdates

When Simon dies, it turns out there's more to combat than lightning reflexes with his controller, and the path to becoming a hero is more brutal than he can imagine as he descends into The Pit. Death after Death is a dark, time loop/Isesaki story with roguelike elements, that explores some of the common tropes in a different light.

Lyle Walt is a young noble boy and heir looking forward to the day he can inherit his family’s territory. Except around when he was 10 year old, his parents started neglecting him more and more in favour of his little sister, Celes.
On his fifteenth birthday, he is challenged to a duel by his sister to see who will inherit the household and horribly loses, being cast out of his family. Afterwards, he gets treated by the family groundskeepers and receives the family heirloom Gem from him that Lyle’s grandfather had entrusted to him. From there, he begins an aimless journey with his childhood friend and former fiancée, Novem, and the Gem-turned-Jewel that houses the memories, personalities, and Skills of seven of his ancestors.