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The Jefferson Fisher PodcastThe Jefferson Fisher Podcast

what to say to someone who always tries to one-up you

You’re excited to share something you’re proud of, and then someone jumps in with, “Oh, that’s nothing—I’ve done [insert bigger, better thing here].” It’s like they can’t help but make it a competition. Every win you share becomes their chance to one-up you. At first, it’s just annoying. But over time, it starts to wear on you. In this episode, I’m sharing 3 simple strategies to deal with one-uppers. You’ll learn how to protect your peace, set boundaries, and stop letting these moments steal your joy. This episode is sponsored by Cozy Earth. Visit https://cozyearth.com/jefferson and use my exclusive 40% off code JEFFERSON to give the gift of luxury this holiday season. If you get a post-purchase survey, say that you heard about Cozy Earth from The Jefferson Fisher Podcast! Like what you hear? Don’t forget to subscribe and leave a 5-star review! Listen and Follow on Spotify https://bit.ly/TJFP-Spotify Listen and Follow on Apple Podcasts https://bit.ly/JFP-Apple Suggest a topic or ask a question for me to answer on the next episode! https://www.jeffersonfisher.com/topic Pre-order my new book: http://www.thenextconversation.com Subscribe to my newsletter: https://www.jeffersonfisher.com/newsl... Follow me on ⁠Instagram⁠: / jefferson_fisher Follow me on ⁠LinkedIn: / jeffersonfisher Follow me on TikTok: / justaskjefferson Follow me on X/Twitter: https://x.com/jefferson_fishr

Jefferson Fisherhost
Dec 3, 202414mWatch on YouTube ↗

CHAPTERS

  1. 0:00 – 0:30

    When your story gets hijacked by a “better” one

    Jefferson sets up the common scenario: you share something and someone immediately tops it. He frames the episode around what to do in the moment and how to keep the dynamic from harming your relationships.

    • Defines the one-upping moment through a relatable example
    • Promises practical language for handling it
    • Positions the topic as a communication skill anyone can improve
  2. 0:30 – 1:31

    What one-upping is (and why it feels so dismissive)

    He explains one-upping as a focus-shift: instead of responding to you, the other person reroutes attention back to themselves. Even when it’s subtle, the pattern can erode connection by dismissing the original speaker.

    • One-upping reframes your news into someone else’s spotlight
    • Examples: races, promotions, accomplishments
    • Creates a hierarchy of “bigger/better” rather than mutual support
    • Over time it becomes corrosive to relationships
  3. 1:31 – 2:01

    A key reframe: one-upping is often insecurity

    Jefferson normalizes that people can do this without thinking, then offers a reframing lens: insecurity and a need for validation. Seeing it this way helps you avoid taking it personally and getting defensive.

    • Most one-upping comes from feeling “not good enough”
    • It’s a bid for importance and value
    • Reframing reduces personal offense and reactivity
    • Competition mindset resembles sibling/childlike rivalry
  4. 2:01 – 3:34

    Strategy #1: Let them one-up you—once

    His first recommendation is counterintuitive: allow it the first time. He argues they weren’t listening anyway, and their response gives you useful data about whether they’re safe to share with.

    • Let the first one-upping pass without escalation
    • Assume they were waiting to talk, not listening
    • Treat it as information about the relationship
    • Notice whether they can be happy for you
  5. 3:34 – 4:35

    Ask “Where is the insecurity?” and respond with calm validation

    Instead of interpreting one-upping as an attack, Jefferson encourages curiosity about what need is driving it. A brief, positive response keeps you grounded while signaling you won’t compete.

    • Mentally ask: “Where is this coming from?”
    • Wealth/success don’t eliminate insecurity
    • Use simple replies: “That’s great—good for you”
    • Detach and avoid getting pulled into comparison
  6. 4:35 – 5:35

    Strategy #2: Put your “settings to private” (stop oversharing with them)

    Jefferson advises against trying to win the comparison game by topping them back. Instead, he recommends sharing less with chronic one-uppers—especially coworkers or even certain family members.

    • Don’t counter-one-up; it turns into a contest
    • Reduce what you share with people who can’t celebrate you
    • Applies to acquaintances, coworkers, and sometimes family
    • You can’t force someone to be happier or more supportive
  7. 5:35 – 6:36

    Strategy #3: A light phrase that resets the tone

    He offers an easy, non-confrontational line to interrupt the comparison frame: you weren’t competing, just sharing. Humor can also work to let them have the spotlight without rewarding the dynamic.

    • Phrase: “I wasn’t trying to compare—I was just wanting to share”
    • “Put it on me” to lower defensiveness
    • Optional humor: “Not all of us can be you…”
    • Let them be the ‘star’ if that’s what they’re seeking
  8. 6:36 – 7:06

    Turn it inward: What do you need when you share?

    Jefferson suggests using one-upping moments as a mirror: are you seeking praise or validation yourself? He emphasizes being selective about who you share good news with and why you’re sharing it.

    • Reflect: “Why am I sharing this?”
    • Identify your own insecurity or need for accolade
    • Practice emotional detachment in the moment
    • Choose the right audience for good news
  9. 7:06 – 8:07

    Listener Q&A setup + sponsor break

    He transitions into a follower question segment from his newsletter and includes a sponsored message. The structure shifts from handling being one-upped to avoiding one-upping others.

    • Newsletter Q&A segment introduction
    • How listeners can submit questions
    • Sponsor: Cozy Earth and discount code
    • Sets up the listener’s workplace scenario
  10. 8:07 – 8:37

    Renee’s question: ‘How do I stop being the one-upper at work?’

    Renee shares that a coworker called her a one-upper and she wants to change, especially in a close cubicle environment. Jefferson reassures her it’s common and addresses oversharing concerns.

    • Workplace closeness can intensify sensitivity
    • She suspects oversharing contributes to the pattern
    • Jefferson normalizes the behavior as common
    • Frames response as skill-building, not shame
  11. 8:37 – 10:08

    Context matters: friends vs coworkers vs professional culture

    Jefferson explains that not all one-upping is malicious—sometimes it’s cultural or playful, like among lawyers trading stories. He stresses adapting your approach to the relationship and environment.

    • With close friends, shared storytelling can feel bonding
    • With coworkers, it can feel competitive
    • Some industries normalize story-trading (legal examples)
    • Advice should fit the specific context
  12. 10:08 – 11:39

    The fix: Ask one follow-up question before sharing your own story

    His core tool for not one-upping is simple: respond with curiosity first. A single “layup” question signals you listened, invites more detail, and makes your eventual sharing feel collaborative—not competitive.

    • Don’t rush to ‘relate’ by telling your own story immediately
    • Ask: “What was your favorite part?” / “Tell me more” / “What else happened?”
    • People feel seen and valued when you show interest
    • Creates space for your story to be welcomed afterward
  13. 11:39 – 13:09

    Get buy-in: Ask permission to share your similar experience

    After engaging with a question, Jefferson suggests explicitly asking if you can share your related story. This small step prevents the ‘clash’ feeling and reduces accidental one-upping and oversharing.

    • Try: “Do you mind if I share something similar?”
    • Waiting for a “yes” changes the tone
    • Makes your contribution feel cooperative
    • Helps control oversharing by adding a pause point
  14. 13:09 – 14:08

    Wrap-up: Don’t take it personally; ask one question to build connection

    Jefferson closes by recapping the main takeaways: interpret one-upping through insecurity, use a gentle phrase to reset comparison, and prevent accidental one-upping by asking a follow-up question. He ends with a call to follow, review, and suggest topics.

    • See one-upping as insecurity rather than an insult
    • Use: “I wasn’t trying to compare—I just wanted to share”
    • To avoid one-upping: ask one question first
    • Calls to follow/review and submit topics

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