From Folly to Fortune：I Rewrite My Life After Rebirth! - Chapter 2: Fainted from Hunger

Yang Chan transmigrated into a Martial Arts World on the verge of a chaotic era. With mediocre aptitude, he can only rely on the Tai Chi Health Cultivation Skill and the attribute-adding panel from his transmigration, continuously adding points to improve his Cultivation, enhance his aptitude, and increase his lifespan. He first set a small goal for himself: to live for a thousand years.

“Alas, this life is a failure; let’s see what the next life holds.” ... “The second life has ended, calculating results... Final rating: C+. Rewards based on rating: You may choose to inherit one item from Constitution, Skill, or Talent. Please select?” “Hmm, I choose to inherit the Talent ’Dynamic Vision’.” “Talent inherited... Congratulations on achieving the following lifetime achievements: Innate Grandmaster; Blessing of Many Offspring (10/10)” Achievement rewards: Two random rewards. You may draw from Constitution, Skill, or Talent, or choose to upgrade Talent level. Please select? ... A reborn individual, in possession of the treasure ’Hundred Lifetimes book’, reincarnates within the Cultivation World, undergoing endless cycles of rebirth without the bloodline ending or the soul perishing! The family he established ten thousand years ago has now grown into a massive entity that spans the heavens. The disciple taken in casually eight thousand years ago ultimately became the founder of a Great Sect in the Immortal Realm. The pet raised three thousand years ago has evolved into an unparalleled Demon Saint of the Otherworld. ... I am Zhao Sheng, and I shall cultivate life after life until Ascension!

The celestial celestial beings who lived for more than 100,000 years were born and reborn in a small monk in a human world.
His motto: “It’s not as good as a medicinal medicine for ten years of hard work.” “Even if you practice a copper-iron bone, it’s not enough for my soldier’s attack.”

- 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.