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To My Boss

Work takes up most of our waking hours, yet it's often the place where we're least able to be honest. There's always something—a power dynamic, a paycheck to protect, a professional reputation to maintain. So the real thoughts stay inside. The feedback you'd give if you could. The boundaries you'd set if it wouldn't cost you. The simple truth about how a decision made you feel.

Messages to a boss aren't always angry (though some are, and that's okay). Sometimes it's the appreciation you never expressed because it felt awkward. Sometimes it's the explanation for why you really left—or why you're still there despite everything. Sometimes it's just the honest answer to "how are you?" that you could never give in a meeting.

This is your space to write what work won't let you say. The frustrations, the hopes, the things you'd change if you were in charge. No HR, no performance reviews, no professional consequences. Just you, being honest about the complicated relationship between who you are and what you do for a living.

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Common Feelings

Messages to my boss often express:

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Explore our in-depth guide on writing messages to my boss.

Things I Wish I Could Tell My Boss

Frequently Asked Questions