A millennial making $368,000 secretly working 3 remote jobs says he has no loyalty to his employers: 'They can let you go at any point'

• A millennial is on track to earn about $368,000 this year juggling three full-time remote IT jobs.
• He feels no sense of guilt or loyalty to his employers because he could be laid off at any time.
• He said he's spent the extra income on travel, food, and furniture.

Damien doesn't think his employers would be thrilled to learn he's secretly juggling multiple jobs, but he's not losing sleep over it.

"As long as I'm doing my job and what's asked of me, I don't feel any guilt for it at all," said Damien, whose identity was verified by Business Insider but who asked to use a pseudonym, citing fears of professional repercussions.

He added that he feels no sense of loyalty to his employers because he doesn't believe they'd protect him from a layoff. "They can let you go at any point," he said.

Damien, who's in his 30s and based in the Mountain West, is on track to earn about $368,000 this year from his three IT support jobs. Damien is among some of the Americans who have secretly juggled multiple remote roles to more than double their incomes. Over the past two years, BI has interviewed more than two dozen "overemployed" workers who've used their extra cash to travel the world, buy weight-loss drugs, and pay down debt.

To be sure, holding multiple jobs without employer approval could have professional repercussions and lead to burnout. But many job jugglers have told BI the financial benefits have generally outweighed the downsides and risks.

For Damien, the additional income allowed his wife to quit her job while she plots her next career move. Damien has also spent his earnings on furniture, restaurants, and travel.

"I was at a point where I had so much cash, I didn't even know what to do with it," he said.

Gaining confidence in job-juggling

Last September, Damien started a full-time contract role that paid about $150,000 annually, which he worked in addition to his primary job — which paid about $140,000. Damien recently landed a third full-time contract job that will pay him roughly $78,000 between his start date this month and the end of the year, when his contract comes to an end. He plans to keep all three jobs and boost his income further through some part-time work for two other employers.

"I just have a hard time saying no, because I feel like if I could squeeze it in, then why not?" he said.

Damien first tried job juggling in 2021. He was making $90,000 annually working one IT support job and when he landed a new IT position that paid about $110,000, he initially planned to take the higher-earning role. But then he thought about how much free time he had during the workday: his workflow could be so slow that he'd sometimes go to the gym or run errands.

He held both jobs for less than a year, then stopped juggling when he accepted a new position that paid about $135,000 annually.

One of the factors that prompted him to initially give up overemployment was that the two companies he worked for were in the same industry. Damien said there were some "close calls" where he was invited to meetings for his "job A" that included some people who worked for his "job B" employer.

"Any one of them could have looked me up and immediately seen that I also still worked at 'job B,'" he said, adding, "It was just a little too close for comfort."

Around June 2023, Damien became more confident in his ability to juggle multiple jobs undetected and took on some contract work as an IT consultant. Last September, he started a second full-time job.

He doesn't feel guilty about job-juggling

Between his two jobs, Damien said he doesn't work more than 40 hours a week on average, and he's hopeful that this will continue once he starts his third job. He said he's fortunate not to have many meetings but occasionally has two that are scheduled at the same time. When this happens, he uses two sets of headphones simultaneously: AirPods in one ear and over-ear headphones on the other.

Looking ahead, Damien said he plans to continue working multiple jobs as long as his work hours remain manageable. While remote roles can be very competitive among applicants amid companies calling workers back to the office, he's continued to have success securing these types of roles.

"I figure I'll do it as long as I don't feel like it's negatively affecting my life," he said, adding, "I have the time. What else am I going to do?"

Do you have a story to share about secretly working multiple jobs or discovering an employee is doing so? Contact this reporter via email at jzinkula@businessinsider.com or Signal at jzinkula.29.