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    3. I Took a Sick Day. My Boss Saw Me Outside and Reported Me to HR
    Confession of a 9 to 5er

    I Took a Sick Day. My Boss Saw Me Outside and Reported Me to HR

    He took a sick day, stepped out for meds, then jammed his boss. Next thing? An urgent HR meeting about his ‘recovery.’ 😭😂 Read the full story!

    CareerBuddy
    CareerBuddy
    3 min read · Updated October 23, 2026
    I Took a Sick Day. My Boss Saw Me Outside and Reported Me to HR
    Illustration · CareerBuddy

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    I woke up that morning feeling like I had fought a heavyweight battle in my sleep. My throat was on fire, my head was pounding, and even my bones felt tired. There was no way I was making it to work. So, like a responsible adult, I called in sick.

    "Take care of yourself," my boss said over the phone, his voice dripping with fake concern. "Health is wealth."

    I nodded weakly, even though he couldn’t see me. "Thank you, sir. I’ll rest."

    And rest, I did, at the mall.

    Okay, in my defense, I had run out of meds, and I needed some comfort food. So I threw on a hoodie, dragged myself to the nearest pharmacy, and then stopped by a fast-food joint for some pepper soup. Because, you know, healing.

    As I was waiting for my order, I felt a chilling presence behind me. That sixth sense, the one that warns you of impending doom, activated. 

    I turned slowly, and there he was, my boss, in full corporate regalia, staring at me like I had just been caught robbing a bank.

    I choked on my saliva. "Oh! Good afternoon, sir."

    "Hmm," he said, eyeing my pepper soup. "I see you're feeling better."

    I wanted to explain, to tell him that the fresh air was part of my recovery plan, but he was already walking away, shaking his head like a disappointed father.

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    By the time I got home, I had an email from HR: URGENT: DISCUSSION ABOUT YOUR SICK LEAVE REQUEST.

    I knew I was finished. My ancestors were probably watching me from the great beyond, shaking their heads.

    I went into that HR meeting prepared to defend my honour. I had my pharmacy receipt, my doctor’s note, and a well-rehearsed speech about how fresh air and movement aid recovery. 

    But before I could even start my defence, HR hit me with, "Your boss said you were eating pepper soup. That doesn’t sound like someone who was sick."

    I blinked. "So now there's a rule about what sick people can eat? If I had ordered tea and crackers, would I still be here?"

    Silence.

    I sighed. "Look, I wasn’t clubbing. I went to get medication and food. I was still very much sick."

    HR exchanged glances, then nodded. "We’ll let this one go, but next time, stay home."

    Nawa o.

    Moral of the story? If you take a sick day, don’t go where your boss might be getting lunch. 


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