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Edward Philips
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Edward Philips
Asked: April 19, 20182018-04-19T01:14:40+00:00 2018-04-19T01:14:40+00:00In: Management

Dealing with an employee that went over my head

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I manage a small team and recently hired for a new position. In the job posting it clearly stated that the work hours are from 8:00-4:30. No concerns about these hours were mentioned during the interview process at all.

Recently after accepting the job offer, the new hire expressed an issue with the hours of work, and proposed their own hours. The hours were not even consistent every day, they requested different work hours for each day of the week (they did all add up to the same total number of hours). I rejected this request.

The employee(before the first day of work), then emailed my superior with the same request and was approved.

How do I carry on managing an employee that is willing to go right over my head on an issue like this? How do I address this with my manager so that it doesn’t happen again. ( the first words out of my managers mouth should have been “Have you discyed this with your direct manager first?” )

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  1. Aaron Aiken
    Aaron Aiken
    2018-04-19T01:15:23+00:00Added an answer on April 19, 2018 at 1:15 am

    Company work hours by default don’t mean everyone has to work them. They only mean company business hours, when someone can come in. Small companies usually have the most flexibility in this regard, so it’s natural for people to assume that flexible hours is a norm for non-customer facing roles. IsRead more

    Company work hours by default don’t mean everyone has to work them. They only mean company business hours, when someone can come in. Small companies usually have the most flexibility in this regard, so it’s natural for people to assume that flexible hours is a norm for non-customer facing roles. Is this a helpdesk or sales position? Is it a software developer / network admin / another technical role? Two different treatment plans.

    Regarding how to deal with this or similar situation (when employee requests a non-standard accommodation), you need to try your best to accommodate them. Talk to your boss, see what you can do. If you can allow some flex in work start/end time, do so. If after all this you are absolutely sure hours are strict, you must provide a reasonable explanation why this would be the case (unless it’s obvious to everyone, like a bank teller – need to cover a specific shift). In 2017 you cannot just reject them “because I said so”.

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  2. Ahmed Hassan
    Ahmed Hassan
    2018-04-19T01:15:40+00:00Added an answer on April 19, 2018 at 1:15 am

    You’ve got to start out by realising that this is not a problem with your employee, if anything, it’s a problem with your boss. Unless it is typically his / her responsibility to set your employees hours, (s)he’s out of his / her department by approving the request. It is quite probable that (s)he dRead more

    You’ve got to start out by realising that this is not a problem with your employee, if anything, it’s a problem with your boss. Unless it is typically his / her responsibility to set your employees hours, (s)he’s out of his / her department by approving the request.

    It is quite probable that (s)he didn’t know that the employee’s original request was denied, and it is just possible that (s)he believed that the employee, being new to the company, wasn’t quite sure where to put in the request.

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  3. ilupvojpig
    ilupvojpig
    2026-05-14T23:13:02+00:00Added an answer on May 14, 2026 at 11:13 pm

    This situation highlights a classic and difficult challenge many middle managers face: balancing authority, communication, and respect up and down the chain of command. You were upfront about required hours in the job posting, and naturally expected adherence to those hours post-hiring. When the newRead more

    This situation highlights a classic and difficult challenge many middle managers face: balancing authority, communication, and respect up and down the chain of command. You were upfront about required hours in the job posting, and naturally expected adherence to those hours post-hiring. When the new employee requested varying hours inconsistent with what was outlined-and without prior discussion-you exercised your managerial judgment to reject the request based on established expectations and team needs. The fact that this employee then bypassed you and went directly to your superior, who approved the hours without involving you or even alerting you, understandably undermines your authority and raises questions about management alignment.

    First, it’s crucial to recognize that this is less an issue with the employee and more a breakdown in communication and role clarity between you and your manager. The employee’s willingness to escalate might stem from feeling your rejection was final and sought alternative approval, but your superior’s approval without your input essentially sidelines your role and weakens your ability to manage effectively. This can create ongoing challenges, not only for enforcing policies but also for maintaining team respect and cohesion.

    To move forward in managing this employee, adopt a clear and professional approach: accept the approved hours as the current framework but set expectations around your role as their direct manager for day-to-day supervision, performance, and communication. Be transparent with the employee that while their hours have been approved by senior management, you remain their direct point of contact for managing their work and addressing any concerns. Emphasize the importance of open communication-request that they speak with you first on scheduling or other issues to avoid future bypassing.

    Parallel to this, schedule a one-on-one with your manager to address the breakdown directly and diplomatically. Clearly express your understanding of the importance of flexibility or exceptional requests but stress the need for your involvement before final decisions are made that affect your team. Propose an agreed-upon process-such as escalation only after your review and recommendation-that respects your role while acknowledging your manager’s ultimate authority. You might phrase it as: “To be most effective in managing my team and aligning with your expectations, it would help if I’m consulted before exceptions are granted. How can we best coordinate these decisions going forward?”

    If your manager acknowledges this and commits to clearer communication and support, you can rebuild trust and authority. If not, you may need to reassess how sustainable your role is if you are systematically undermined.

    Ultimately, this situation is a reminder of how vital clear communication, defined authority, and mutual respect between managers are for effective team leadership. It’s okay to stand firm on responsibilities while also diplomatically advocating for your role-this balance preserves your effectiveness and supports better outcomes for your team and company.

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  4. John Peter
    John Peter
    2018-04-19T01:16:08+00:00Added an answer on April 19, 2018 at 1:16 am

    This is not a problem with the employee. This is a problem between you and your superior. As a middle-level manager, I would be aghast if my boss allowed someone to go around me and get their acceptance on such a request without even first letting me know about it. I’d immediately request a one-on-oRead more

    This is not a problem with the employee. This is a problem between you and your superior.

    As a middle-level manager, I would be aghast if my boss allowed someone to go around me and get their acceptance on such a request without even first letting me know about it.

    I’d immediately request a one-on-one meeting with my boss and discy what my role was, what my authority was, and why this end-around happened.

    Hopefully I would hear that this was all a mistake or misunderstanding. But if I found that I actually had no real authority and that this sort of thing would continue to happen, I’d re-evaluate my role and decide if it was still a role that I wanted to fill or not.

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    • Barry Carter
      Barry Carter
      2018-04-19T01:16:49+00:00Replied to answer on April 19, 2018 at 1:16 am

      And if I chose to stay, I’d talk with my manager about why the hours of 8:00-4:30 were important enough to make them part of the job posting, and how I was going to move the new employee back to those hours. (This all assumes that coverage of those hours wasn’t arbitrary and that adherence really waRead more

      And if I chose to stay, I’d talk with my manager about why the hours of 8:00-4:30 were important enough to make them part of the job posting, and how I was going to move the new employee back to those hours. (This all assumes that coverage of those hours wasn’t arbitrary and that adherence really was important).

      I would then inform the upcoming employee of the work hours I expected to be covered, and I’d prepare for the scenario where the new employee chose to not come aboard after all.

      I view backing up middle-managers (at least publicly) as vitally important in a workplace. I wouldn’t work for a company where I was expecting my decisions to be undermined on a regular basis.

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