How a millennium played the stock market to leave his work in white collar and retire in the forties

• William Shipippey retired early after starting the day to chat with an inheritance.

• The 44 -year -old said that he had deployed several strategies to raise around $ 800,000 in wealth.

• He has not worked for two years and says that he plans to never work again, beyond certain passionate projects.

William Shipippey, 44, has not worked for about two years.

The former analyst of the bank says that he is convinced that he will probably never have to work again, except perhaps on certain parallel projects that he will plan to collect in the future to spend his free time.

Beyond the verification of the stock market in the morning – and sometimes, making an exchange or two – he describes his life as without attachment of adult responsibilities, with most of his hours of watch spent working in his court.

Shipippey has around $ 800,000 in his brokerage account and said he expected to win about $ 7,000 this month in investment dividends, according to financial statements and screenshots of his brokerage account shared with Business Insider.

Besides a Tesla he bought in 2023, Shipippey says that he and his wife live quite frugally, which also contributes to their feeling of financial security. The couple lives without children and without rent in a garage apartment in South Carolina, which they obtained by a family connection.

Each month, it withdraws approximately $ 3,500 from its investment portfolio. He gives his wife $ 3,000 to manage invoices, such as their health insurance. The rest is funny money he can spend on his hobbies.

“I have no rent. I have no mortgage. I have no children,” Shippey told Bi in an interview. “For all useful purposes, I am retired.”

Shippey is part of a tiny group of day traders who have really made money over time. It is part of the wave of generation Z and the millennials that flooded the market during the boom of pandemic stocks, many of which were hunting for a pandemic stimulus and had an abundant free time in the middle of locking and work at home.

But, unlike the majority of retail merchants, the Shippey trades have succeeded. A 2020 study revealed that 97% of investors who negotiated for more than 300 days had lost money, while less than 1% earned $ 54 or more per day.

Shipippey says that he opened a Robin account for the first time and started to exchange in 2022, roughly when R / Wallstreetbets, Roaring Kitty and Gamestop launched the boom of the actions of the same.

He financed his account with around $ 20,000 in spare cash and tried in the negotiation options and swinging key trading actions. In addition to a undergraduate accounting diploma and a certain working time in the commercial credit analysis among banks, his knowledge of the markets is self-taught, he said.

In 2023, Shippey’s investments obtained an unexpected boost from an inheritance that his mother left him, which included his life savings as well as that of his father, who died in 2009.

He left his job at the time to settle family affairs and sell his mother’s house. Between chaos, he sowed around $ 400,000 in his brokerage account to start negotiating on a larger scale.

This is when Shippey says that his luck really took off. In 2024, the S&P 500 joined more than 20% and Shipippey achieved around $ 400,000 in profit, according to its brokerage declaration.

He attributes his profits to the deployment of some well -chronic trades at various times in his investment journey.

Shippey says he followed Keith Gill closely, the Reddit user known as “Roaring Kitty” and documented GameStop’s purchases during the frenzy of memes stocks.

Some of Gill’s social media publications included the exercise price of his calls, which is the price at which the contract gives the trader the possibility of buying the underlying assets.

Shipippey, who knew that Gill had a cult among retail traders, saw an opportunity. When Gill bought Call options on Gamesop, Shippey bought the same, but with an exercise price of $ 1 below Gill. It made him a “cargo” of money, he said, because investors were always willing to accumulate in the trade until Gill has held the call.

“I would not necessarily call it the game,” he said, pointing investors of retail options who jumped on the market during the pandemic. “These are the players. They take very big risks, and I try to buy a risk bracket and sell all the risks beyond that to these guys.”

When Shippey was negotiated more actively, he focused on a handful of large capitalization names in which he believed – actions like Amazon, Nvidia, Microsoft, Western Petroleum and Walmart.

Gamescop was the only stock of memes in which he never carved, he says, that he only developed because of Gill publish his online exercise price.

Shipippey also said that he had focused on diversifying his optional trading portfolio and the purchase of investments at strategic moments. Above when Elon Musk renewed his fight with Donald Trump in June, he bought around 200 Tesla shares, waited for the action to increase by several dollars and sold his position. He repeated this several times and has achieved about $ 1,200 in profits by the closing bell.

There is one thing that Shippey now promotes above all: actions that pay a dividend.

This is partly due to the fears of what could happen to the markets and the economy because of President Donald Trump’s prices. In the opinion of Shipippey, the United States could enter a “substantial” recession during the coming year, and seeks to wait for the volatility of actions.

Shipippey is rarely exchanging. Around the release day, he sold most of his portfolio and plowed the majority of his wealth in the FNB of the Treasury bonds of more than 20 years of Ishares, which he expects a dividend of $ 7,000 this month, he told Bi.

Shippey predicts that the FNB could rally around 15%, mainly due to the economy in a “very worrying situation”.

Shippey says he appreciates his life now, especially since he has no boss. Before becoming a day trader, he wore many hats, to work like pizza at Papa John’s, to an analyst of several financial companies, to a Home Depot crew member. He stored medical supplies in a hospital and, more recently, he worked in the warehouse of a beer company.

“I had bosses who were saints, and I had other bosses who were completely horrible people. And no matter how you look at it all, if you didn’t have to put yourself through it and you continue your life and do something that you find fulfilling, would you do instead?”

The stress of the trading sometimes reaches him, especially on the big days when the market is down. The day he spoke to Business Insider, his portfolio lost $ 15,000 in a larger sale on the market. But, between his large portfolio and his lifestyle without frills, he says he is able to establish chaos most of the time and feel financially stable.

“It would be great to earn more money. I would love to earn more money. It would make you even more comfortable. But at the same time, if I go out from here at the end of my life, I’m fine.”

Do you have a story to share on a day trading, the future of work or retirement? Contact this journalist at jsor@businessinsider.com.

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