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The Jefferson Fisher PodcastThe Jefferson Fisher Podcast

You Need to Disappoint More People

Disappointing people does not make you a bad person. But if you are always trying to manage everyone else's expectations, you will eventually lose sight of your own. In this episode, I break down how to say no without carrying the weight of someone else's reaction, why the feeling after the no is often harder than the no itself, and how to set a boundary without overexplaining, apologizing, or backing down. Order The Next Conversation Workbook: https://www.jeffersonfisher.com/workbook Want a FREE communication tip each week? Click here to join my newsletter. https://www.jeffersonfisher.com/newsletter Thank you to our Sponsors: Gusto: Go to https://gusto.com/jefferson and use code JEFFERSON to get three months free when you run your first payroll. BetterHelp. Click https://betterhelp.com/jeffersonfisher for a discount on your first month of therapy. Like what you hear? Don’t forget to subscribe and leave a 5-star review! Order my new book, The Next Conversation, today! https://www.jeffersonfisher.com/book Suggest a topic or ask a question for me to answer on the show! https://www.jeffersonfisher.com/topic Join my School of Communication. https://www.jeffersonfisher.com/membership Follow me on Instagram https://www.instagram.com/jefferson_fisher Follow me on TikTok https://www.tiktok.com/@justaskjefferson?lang=en Follow me on LinkedIn https://www.linkedin.com/in/jeffersonfisher/

Jefferson Fisherhost
Sep 1, 202624mWatch on YouTube ↗

At a glance

WHAT IT’S REALLY ABOUT

Disappointing people is a learnable skill for boundaries and leadership

  1. Disappointment is framed as a normal emotion that arises when expectations aren’t met, not as something you must prevent at all costs.
  2. The real struggle isn’t saying “no,” but enduring the silence and emotional discomfort that follows because you fear others’ reactions.
  3. Fisher argues it is not your responsibility to resolve someone else’s disappointment; your job is to state your decision clearly and let them manage their feelings.
  4. He offers practical language for delivering a refusal (including explicitly naming “disappoint”) and a simple structure: no first, then gratitude, then kindness.
  5. He recommends building the “disappointment muscle” by practicing small, low-stakes no’s and by validating feelings without rescuing or over-explaining.

IDEAS WORTH REMEMBERING

5 ideas

You’re not afraid of “no”; you’re afraid of what comes after it.

Fisher separates the act of declining from the discomfort that follows (silence, imagined backlash, “parade of terribles”). Naming this helps you target the real issue: tolerating emotional fallout.

Their disappointment belongs to them, not you.

He draws a “bright line” between your feelings and theirs: you handle yours; they handle theirs. Trying to manage or soothe their disappointment turns into people-pleasing and self-abandonment.

Sitting in the silence is a core boundary skill.

After you say no, don’t rush to fill the quiet with explanations, bargaining, or reassurance. Let the other person feel disappointment without you scrambling to make it go away.

Say the hard part plainly—use the word “disappoint.”

Phrases like “I know this is disappointing” reduce ambiguity and can defuse tension by acknowledging the emotion directly. It also prevents you from over-apologizing or over-justifying.

Lead with the refusal, then add warmth.

His suggested structure is: start with “I can’t,” follow with gratitude (“Thank you for including me”), then kindness (“I hope it goes great—tell me how it was”). This keeps you clear without being cold.

WORDS WORTH SAVING

5 quotes

Disappointing people is a skill.

Jefferson Fisher

Just because you tell somebody no and they're having that disappointment, it is not your responsibility to resolve someone else's emotions.

Jefferson Fisher

It's the silence afterwards. The silence afterwards.

Jefferson Fisher

Listen to me. We're not that important. We're not that important, okay?

Jefferson Fisher

I don't need you to like it. I just need you to understand it.

Jefferson Fisher

Disappointment vs. rejection (emotion vs. decision)People-pleasing and expectation managementEmotional boundaries and responsibilitySilence after saying noScripts for declining requestsValidation without fixing/rescuingPracticing no’s in low-stakes situations

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