Home / System / I Level Up with the Trillionaire System / Chapter Seven: An Aggressive Play
Chapter Seven: An Aggressive Play
last update2026-03-27 14:00:51

Winston sat in his Mercedes-Benz G63 AMG, a cigarette in his mouth. A long coil of smoke billowed out of its ring, acrid and stiffling. His driver didn't seem to mind, his beady eyes fixated on the road.

After hurrying out of Bluebird Hotels, he'd immediately called his driver to pick him up, lest Jack change his mind. The lingering fear from earlier made his body shiver, his lips trembling. They couldn't hold the cigarette anymore and parted, letting it drop to the rugged floor.

He let out a deep sigh and clenched his trembling fists. How did that lad become rich overnight? How did he acquire that much power to treat a loan shark boss so dauntingly?

You think you've won, huh? He scoffed, teeth clenched. “I'll make you pay for this humiliation!” He grunted, his voice raspy like dying breath. “You’ll soon know I can't be humiliated!”

They soon arrived at his mansion, a massive structure made with tempered glass and steel beams. The outer and demarcation walls were opaque, giving him privacy from prying eyes. This was also done so that visitors wouldn't see each other across separate rooms. It was a very expensive building that cost him $100 million, a luxurious structure with automated and high-tech systems.

The car veered across the tiled driveway running between two lawns. Three large swimming pools lay in the lawns, giving the mansion a more aesthetic appeal.

But, Winston had something important on his mind. He couldn't care less about the aesthetic look of his mansion which he admired every day. Even when the car stopped at the garage, he was absent-minded.

“Sir?” His driver's voice jolted him from his thoughts. The young man had already opened the door, his back lowered.

He stepped out of the car wordlessly and walked toward his mansion, his teeth gritted and fists clenched. He had to make a few calls to find out how Jack acquired his wealth. Then, he'd strike just like he always did to his debtors.

Before he realizes it, it'll be too late! He sneered inwardly, taking out his smartphone from his chest of pocket. It was a Samsung Galaxy S25 Ultra which was sleek and very expensive.

“I think I should call Darlington first,” he said, swiping the screen for the man's contact. “He's very good at investigating targets. It wouldn't take him much time to know the source of Jack's wealth…”

He paused, a creepy smile spreading across his face. “Then, I'll ask the Pitchfork Gang to keep an eye on him. Once I've made him taste despair again, I'd have him captured and tortured!”

His servants and henchmen came to attend to him, but he waved them off. Today, he didn't have any time for them. He was occupied with his revenge on Jack Neuman.

A buzz on his phone caused him to furrow his eyebrows. On the drop-down notification bar, it read: “Greyridge Holdings has purchased 100% of Westlife Loans.”

His eyes narrowed in disbelief, breath hitched. Was this a prank or something? He thought to himself, staring at the notification display on his screen.

A brief moment later, another buzz followed, then another, till his screen was filled by several notifications.

“Stardip Capital now owns Westlife Creditors Ltd.”

“Aurora Enterprises just bought Westife Nightclub…”

He stood frozen in place, pupils trembling and legs wobbly. Everything seemed so unreal, like a dream. He couldn't believe it, that all his loan shark companies, casinos, and nightclubs had been bought. Only the Night Garden still belonged to him, a terrifying nightmare he wished to wake up from.

“Why are they buying my companies all of a sudden?!” He screamed, his eyes bulging out of their sockets. “And how are they even managing to do this?!”

It didn't make any sense. Terrifying purchases like these shouldn't have skipped his notice…

“No, no…” He said in a raspy voice. “I have to call my managers… I have to call my lawyers…”

He whipped around immediately, running toward the entrance of the mansion. His henchmen followed him, asking what the matter was, but he didn't reply.

Suddenly, his body felt hot, though there were air-conditioning systems in the mansion. He'd intended to call, but the situation demanded his presence.

He was almost stepping out of the mansion when his cellphone rang. This caused him to stop abruptly, his eyes drifting to its screen immediately.

Perhaps there was a mistake somewhere, he thought, and the call was to rectify the mistake…

The caller ID displayed an unknown number, making his heart tighten even more. He ultimately picked the call, “Hello?”

“Hello, Mr. Winston,” the voice sounded oddly familiar.

“W-who are you?” He asked, voice trembling.

“Who am I?” The person at the other end scoffed. “You really don't know me?”

Winston racked his brain, till the realization finally hit him. “Jack?” His voice came off more like a terrifying muffle.

“Heh,” Jack chuckled coldly from the other end. “How do you like my parting gift?”

“W-w-what are you talking about?” Winston stuttered, cold sweat breaking all over his body.

He suspected Jack was behind everything, but couldn't believe that. How did someone who recently got wealthy, acquire all his assets? Doing something like this would take more than just wealth!

“Come on,” Jack replied. “Don't pretend as if you don't know what I'm talking about… Or you don't believe me?”

“I…” Winston stammered, not knowing how to answer. It didn't really make sense!

“Alright,” Jack sighed. “I'll buy that mansion… just to prove I'm the one…”

“No,” the loan shark boss widened his eyes. “Don't—”

A drop-down notification caused his breath to hitch. He swallowed hard, his eyes staring at the notification which read: “ Shocking news as Bluebird Hotels purchases the Winston Stephen's mansion!”

His legs gave way and he fell to the ground, eyes trembling as he stared at the screen. His entire mansion worth $100 million had just been bought!

“Hello?” Jack called. “Are you still there? How's the last gift?”

At that time, he knew he'd crossed the wrong person. Even though it didn't make sense, he felt begging Jack was the best thing to do. He realized the hard way that Jack Neuman wasn't someone he could afford to offend.

“Jack, please!” He immediately cried out. “Please listen to me! It was James who made me do all those! Please show mercy—’

“I should show mercy, heh?” Jack scoffed. “You really think I'll forgive someone like you?”

There was a brief pause which sent Winston's heart palpitating. It turned out to be the longest period of Winston's life, one that determined his fate.

“You thought I was merciful, didn't you?” Jack's voice took a very cold undertone. “Listen, Winston Stephen… There's no mercy without punishment. God shows this perfectly.”

Then the call disconnected, throwing Winston into a panic attack. He couldn't breathe or move, his vision becoming blurry. Weakly, he let go of his cellphone, watching it drop to the brick floor slowly. His henchmen rushed to help him, shouting, but all he could hear were distorted screams.

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