100-Hour Weeks Worth It? For This Gen Xer Secretly Working Multiple Jobs And Earning $150,000, The Answer Is Definitely Yes

For many, working 100 hours a week sounds like a nightmare. But for Brian, a Gen Xer, it’s a price he’s more than willing to pay for financial security. Brian has been secretly juggling multiple remote jobs, and last year, his efforts paid off big time – he earned over $150,000.

Brian’s story started in 2004 when he became concerned about job stability. As he told Business Insider, he wanted to ensure his family wouldn’t be left in the lurch if he ever lost his job. So, he decided to take on some extra part-time work alongside his full-time role in IT. It wasn't until 2020, however, that he realized he could handle two full-time jobs simultaneously without his employers catching on.

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Being “overemployed” has allowed him to pay down debt and enjoy extended vacations with his family while working remotely. He now lives in the U.S. only part-time. Brian believes that occasional 100-hour work weeks are worth it because his family’s future no longer depends on a single job or company, and peace of mind is invaluable to him.

However, Brian is far from the only person working multiple jobs simultaneously. Many other Americans are jumping on this bandwagon and juggling remote jobs to boost their incomes and secure their futures in this uncertain job market. As he puts it, “We started being less dependent on one company by being employed by more than one company.”

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Take Patrick, a millennial from California, for example. He secretly worked two full-time jobs last year, making nearly $200,000 while only working about 20 hours a week. “Overemployment has helped me learn the skills and gain the confidence to start my own business,” he said, and it also allowed his wife to reduce her work hours to spend more time with their child.

Then there’s Joseph, a 48-year-old Texan who’s working three full-time remote jobs and earned $344,000 last year. With the extra cash, he paid off his mortgage, bought cars outright, and is saving to send his kids to college debt-free. Whenever Joseph took on a new job, he planned to focus entirely on that role and quit the others. But, as he said, “it just seemed to work out that I could do both or all three.” 

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Working two (or more!) full-time jobs can bring in a lot of money, but it can also be stressful. In his 40s, Brian has found a way to stay motivated and avoid burning out: he only works both jobs for part of the year.

“When it starts to feel like a drain on family time or fun time, that simply means we evaluate our situation and I choose to continue with the full-time role that has the best potential to maintain our lifestyle until the next over-employed opportunity shows up,” he said.

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