MTL - Fairy, Please Let Me Explain - Chapter 162 Agreement (two in one)

Asura, a noble in the kingdom of Silvara, spent his days quietly until his world ended. Betrayed by his beloved wife and then killed, he swore to get revenge on them in his late moments. Upon death, Asura somehow returned 20 years into the past. Prepared to get revenge on the woman who betrayed him.On his journey for revenge, he discovers true love, friendship, and a life-altering truth.A dark cult controls his fate like a game—even his beloved's betrayal was their work. He learns about his powers and strange bloodlines. Then, about this being his ninth and final rebirth! All to revive their god, using Asura as the perfect vessel.Vowing to destroy the cult's plot and protect his loved ones, Asura forges an alternative path.Becoming the Devouring Monarch

He rose from abjection and achieved eternity in glory.
He embraced the prettiest beauties and killed the strongest opponents.
He was able to shift the clouds into rain and cover the sky with one hand.
He could overrun the entire world and go anywhere as he pleased.
He pacified wars and held the world in awe.
He was matchless in the world.
However, his hair turned white overnight for his beloved woman and he was on the verge of death.
He was surrounded by enemies who were trying to take his life.
He struggled his way to become mighty and fought for everything he cherished.
For this age, he was the only king of the Dark World.
His name was a byword for might.
As a man living in the world, his only ideal was to pursue brilliance.

- Description from Novelupdates

“Congratulations, you're now a Handler. You'll serve the state with utmost loyalty and pledge your life to its causes.”That was what Trent heard just before being handed an envelope—and a whole lot of disrespect.Mocked for his poor combat performance and labeled pathetic by his superiors, Trent finishes Handler training humiliated and underestimated. But they made one mistake: they judged him by his strength, not his mind.What Trent lacks in brute force, he makes up for with a rare genius in finance.So when a mysterious voice speaks to him in the bathroom—“Hello, Host. This is Ave-511e69.”His world flips upside down.Now equipped with Ave, a mysterious financial system that seems to know everything, Trent is about to rise through the ranks in a way no Handler ever has.Through stock markets, black-market missions, and calculated chaos, he will prove that money is the greatest weapon of all.They looked down on him. Now, they’ll look up in fear.

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.