January 20, 2026 - You Should Probably Quit

You Should Probably Quit.
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Your Weekly "Segment of One"

Hi Friend


Welcome to your weekly dose of personal and career fuel!




We are conditioned to worship grit. We're told that winners never quit and quitters never win. But in the high-stakes world of executive leadership, that’s a lie. In fact, the most successful people I know are world-class quitters.


They quit bad meetings. They quit stagnant projects. They quit relationships that don’t scale.


The most dangerous thing you can do in 2026 is stay committed to a mistake just because you spent a long time making it. This is the "Sunk Cost Fallacy," and it is a career killer.

Let’s get started:

This week's action:




Perform a "Strategic Cull." Audit your calendar and your to-do list for one commitment, a recurring meeting, a committee, or a "legacy project" that provides zero move-the-needle value. Your action is to quit it. Delegate it, automate it, or simply stop doing it.




Why this matters:



Every time you say "yes" to a low-value activity out of a sense of duty or "grit," you are saying "no" to the deep, strategic work that actually defines your legacy. Persistence in the wrong direction isn't a virtue; it's a waste of your most finite resource: time.


Strategic quitting is about opportunity cost. By clearing the "dead wood" from your schedule now, you create the oxygen required for your 2026 goals to actually breathe. You aren't giving up; you are making a high-level executive decision to reallocate your capital to where it yields the highest return.


How to Quit with Class:

  • The "Value" Pivot: "I’ve been reviewing my priorities for Q1, and I’ve realized my time is better spent on [High Value Task]. I’ll be stepping back from [Project] to ensure I can give [High Value Task] the focus it deserves."

  • The "Clean Break": "This project has reached a stable point. I'm moving off the daily sync to focus on the broader strategy, but [Name] is fully up to speed to handle the execution."

  • The "Silent Quit": If it's a meeting where you don't contribute and don't receive value, just stop going. See if anyone notices. (Spoiler: They usually don't).

Like what you’ve read?
















Like what you’ve read?Quitting is terrifying because it feels like failure. But the ability to distinguish between "quitting because it's hard" and "quitting because it's no longer useful" is what separates managers from leaders. If you’re struggling to figure out what to cut so you can finally grow, let’s connect:

Do you know your Professional Superpower?

Ever wonder what your unique professional gifts are? We all have natural talents that make us shine, but sometimes they're so innate, we don't even recognize them as "superpowers." Take this quick quiz to discover what makes you professionally powerful and how you can leverage it for greater career satisfaction and success!

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Explore all previous editions in the "Segment of One" Archive

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January 27, 2026 - How to be the smartest person in the room (in 4 minutes)

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January 13, 2026 - our "Work" Doesn't Matter