The Newt and Demon - 6.40 - Tara’hek Union

Some say reincarnation is a blessing, but for me, it's a dreadful curse. Cursed with endless reincarnation, I've been reborn as a villain 137 times. And all 137 times, I've been toyed with and killed by heroes who are far more cruel than the said villains... If I can't win no matter what I do, then I'll crush those so-called heroes at their very roots. - Quality Fan Translations, Made by Fans for the Fans - Villain Takes Over The Academy

Rise Lee, a well-known A-rank esper in the federation. He was even ranked as one of the strongest among the A-ranks and recognized as one of the hopes for humanity. However, he wasn't only famous because of his prowess or his attractive appearance; Rise was more infamous because of his terrible personality. He was called a villain by most guides and espers for a reason.And who would guess that Rise Lee was really a villain, in a literal sense? The terrible truth then unfolded to him. He, Rise Lee, is one of the main villains of the novel. Rise Lee spat out a mouthful of curses and swore that if he had a second chance, he would mess up this damn novel until everyone went down with him. If the author was in front of him, he too would be destroyed with him! And a second chance did come! Rise Lee, the villain, woke up five years before the main storyline! Heh. So what if he was a villain destined to die? That protagonist who killed him, and the author... He would screw them over. Being a villain, be damned. In this rebirth, he would take and mess up everything. What did you say? The protagonist’s love life? Heh. That too. Rise would take his lover. The male lead... will be his.

In the world of dragons and snakes, the talented but congenitally sick martial arts master was reborn as the sole heir of the 19th-century Canadian manor owner. He thought he would make money by practicing boxing, but he took advantage of the industrial revolution to become a giant of the times. The opened template.

In the end, the original owner was a hopelessly sick and consumptive ghost! I am still a bastard having an affair with a gardener…

Wait, what’s up with the claw?

James Howlett looked at the bone claws protruding from between his fingers, and became more and more worried about his future.

- Description from novelbuddy

A failed investor from 2017 got drunk and woke up in the 1980s. China is just opening up, and the economy is blooming. There is also the dissolution of the Soviet Union, the bursting of the Dot-com bubble and other financial crisis. He used his knowledge of the future and slowly build up his empire.