From Bullets To Billions - Chapter 44: Expelled?

Jack Somnus was a mid-wealth professor of economics and a trading advisor for the powerful Johnson family. But after years of working for the Johnsons, he was abandoned without a word. He was laid off without as much as a severence package. Jack’s life got worse when he lost his wife. Depressed and alone, he got into an unfortunate accident. Instead of dying, he travels back in time to his teenage years. Now, Jack has a second chance to live the life he always wanted. He wants to be the one who controls, not the one being controlled. But his time travel hides a deeper secret, one that might throw him for a loop. [WARNING: CONTAINS EXPLICIT EROTIC SCENES]

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

The ordinary 18-year-old Edo, during a nighttime walk, finds himself in a fantasy world where he gains a mysterious power that could shape his destiny.

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- Description from novelbuddy