My Boss Denied My Vacation for My Own Brother’s Wedding—So My Revenge Was Cold and Calculated

Time off is supposed to be a basic request—until work decides to test your priorities. One reader shared how a denied vacation for a family wedding led to a response that was quiet, deliberate, and impossible to ignore.

Rita’s letter:

Hi, Dear Bright Side!

My boss denied my vacation request for my brother’s wedding, even though I’d asked well in advance.

He didn’t raise his voice. He just said, “This isn’t a good time. We need you.” When I explained it was my brother’s wedding, he replied, “Work has to come first. You choose: your brother or your rent.”

I didn’t argue.

Instead, I stopped fixing other people’s mistakes.

For a long time, I’d been quietly correcting errors that weren’t mine—missing attachments, wrong numbers, half-done reports. I did it to keep things running smoothly and to avoid conflict. After my vacation was denied, I stopped.

If something came in wrong, I replied in writing and asked the person responsible to fix it. If my boss pushed last-minute tasks onto me, I asked him to confirm priorities by email. Everything stayed polite. Everything stayed documented.

Within two weeks, problems started surfacing. Not disasters—just enough to slow things down and raise questions.

That’s when I went to HR.

I didn’t complain emotionally. I brought printed emails and chat logs showing how often I’d been asked to “just handle it,” how often I’d covered for others, and how my workload quietly exceeded my role. I also showed my original vacation request and the denial.

Then I asked for something simple: official approval for one day off to attend my brother’s wedding.

HR reviewed the paperwork.

A few days later, my vacation day was approved—in writing. HR also told my manager that future time-off requests for immediate family events would go through them directly.

I went to the wedding.

My boss didn’t apologize. But he stopped treating my time like it was unlimited.

Rita

Rita, thank you for taking the time to write and share your experience.

Have a similar experience? Share your story below.

Can your boss say no to your vacation request?

Sometimes, yes. Employers are allowed to deny time off—but only when there’s a solid reason behind it. This usually happens when:

• There aren’t enough people to cover your shift.
• Work is especially busy, and your role is critical.

A simple “no” isn’t enough. Your employer should be able to clearly explain why your absence would cause a real problem.

How long can your employer take to reply?

In most cases, your employer has up to two weeks to respond to a vacation request. If you don’t hear back within that time, the request is often considered approved.

Still, it’s smart to double-check your contract or company policy, since some workplaces set different deadlines.

What if your request is denied?

Ask questions
A clear explanation can help you understand the decision—and sometimes reopen the conversation.

Look for a workaround
If your original dates don’t work, see if another time might. A little flexibility can go a long way.

Know your rights
Your contract or workplace rules may include extra protections or specific conditions around taking time off.

A little knowledge can go a long way in protecting your work-life balance.

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