MTL - Illimitable Until Death - ~ 205 Repaying the previous situation?

A young Japanese man inherits his parents' grape farm after they impulsively bought it during retirement but couldn't handle its physical demands. Though initially reluctant, he finds success farming for three years until market oversaturation causes prices to plummet. While playing a new video game called “Immortal Order: Origin” about historical secrets, he is mysteriously transported to 16th century North America, where he encounters starving English colonists from the lost Roanoke Colony. His grape farm has been transported with him, complete with modern equipment and a secret gift called 'Immortal'.

Riven was nothing but a powerless runt until necromancers razed his village and butchered his sister before his eyes. As his blood soaked the dirt, his Sigil ignited, granting him a gift. He can die and reform, a cycle that resets with every rank he climbs.But fate wasn’t done screwing him.In the catacombs beneath the ruins, he found the Death Ledger—a death contract that bound him against his will to hunt those who’ve cheated death across dimensions. Historical legendary heroes and villains.From the noble King Arthur to the conqueror Genghis Khan and the fabled king of Uruk, Gilgamesh, together with Ivan the Terrible and Vlad the Impaler.Every mission is a gamble. Fail once, and the Ledger brands him a death-cheater, turning him into prey for the same immortal fugitives he hunts. And the reward? He gets to keep them as his undead summons.His enemies will not stop coming. They want the Ledger, the Sigil, his power. To survive, he will wield death itself, growing stronger with every soul he claims, because in a world this savage, only the relentless rise.[-Congratulations, you have successfully killed Alexander the Great and claimed him as your summon...you can start on the path of evolution-] The words, scrawled in blood, burned across the page of the Death Ledger.