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10 Things Bosses Can't Stand About Gen X Employees (And Honestly, We See Why)

The surprising traits making Gen X the trickiest generation to manage.

Female employee is scolded at office desk
Updated Nov. 12, 2025
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Generation X is caught in a hard place in the workforce. Sandwiched between the Baby Boomers and Millennials, Gen X has seen massive shifts at work. Many are still trying to move beyond living paycheck to paycheck, even as they navigate changing job expectations. Still, this generation is not without its flaws. Managers find many Gen X behaviors quite grating.

Here are 10 things that bosses can't stand about their Gen X employees.

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They push back on extra work

As the first generation to question the prevailing "live to work" culture in America, many Gen Xers will balk at taking on additional duties outside work hours. They'll be firmly opposed to any scope creep in their projects and will try to delegate the extra work to someone else.

Given how eager younger generations are to take on additional tasks, this approach can backfire, leading some managers to lose faith in their older employees.

They won't ask for help even when they need it

Since this generation grew up as latchkey kids, they're used to solving problems on their own and can be reluctant to ask for help. This can slow things down at the workplace and create a backlog of issues that could have been easily resolved with a few quick chats with a coworker.

They can be too skeptical and cynical

As the first "slacker" generation, Gen Xers are constantly questioning the status quo. They're less likely to buy into corporate culture, and they're the first ones to roll their eyes when a new workplace initiative gets rolled out.

This can set the stage for office negativity and harm team morale, something bosses are not too happy about.

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They are resistant to micromanagement (and management)

This generation prefers to be autonomous and figure things out on their own, so they don't like managers stepping in and telling them what to do.

Skipping meetings, syncs, and feedback cycles can be perceived as disengagement by managers, even if Gen Xers don't intend for it to be interpreted that way.

They're not big into praise or positivity

Since Gen X is the edgy, cynical generation, they tend to view constant kudos and team-building exercises as forced. Work isn't a lifestyle for them — it's just a job they do 40 hours a week.

Many bosses value a positive work culture that extolls enthusiasm and recognition, so this approach can come off as more cynical than Gen X'ers might initially believe.

They struggle with new technology

Given the rapid technological advances in the past decade, Gen Xers are resistant to learning a new system every year. Many workplaces use the most cutting-edge tech to improve workflow and productivity, so Generation X workers who say, "the old system worked fine," come across as stubborn to management.

They're blunt communicators

Gen Xers tend to give their honest assessment, which can rub younger employees the wrong way. Most management now prefers to mix in compliments with criticism, something that Gen X was not brought up on.

This no-nonsense approach can come across as too curt and cutting for modern workplaces, so managers are not thrilled with that communication style.

They value work-life balance

Generation X resists the temptation to make their life revolve around work, even now in the digital age, when workers tend to be "on-call" at all hours of the day. Once the clock hits 5:00, Gen Xers are headed out the door.

This can frustrate businesses that are global and require coordination with different time zones, not to mention the lack of initiative and willingness to work long hours can leave the company at a competitive disadvantage.

They don't advertise their achievements

"Selling" your achievements is how you get others (namely, management) to know about what you've accomplished. While Generation X was brought up to be humble, that humility can backfire.

If you're not letting your boss know what you've accomplished and what your "wins" are, they might overlook your contributions or think that you're coasting along.

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They prefer stability in their roles

While it's the norm for younger generations to constantly build new skill sets and look to advance within the company, Gen Xers don't do the same. They're far more likely to stay put in their role and keep things stable rather than branch out and develop as an employee.

Long-tenured employees can be seen as resistant to growth or too comfortable with "how things have always been," and Gen X is guilty of that in the eyes of many managers.

Bottom line

Generation X helped redefine workplace norms by prioritizing autonomy and balance, but some of those same traits can frustrate modern managers. Their independence and skepticism, once strengths, can now be read as inflexibility in fast-paced, collaborative settings.

Still, Gen X makes up 31% of the U.S. workforce, and their experience and pragmatism provide vital stability amid constant change driven by younger generations and new technology. These are the same qualities that can also help them stay on the right track to build wealth in uncertain economic times.


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