Episode 661

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Published on:

19th Nov 2025

Rethinking the Holidays: Less Pressure, More Presence

Are you planning time off or avoiding the truth about your team?

In this solo episode, Bill explores how the holiday season acts as a diagnostic tool for your business. Are you building a company that thrives without you or one that collapses the second you unplug? He shares why most founders avoid taking time off and how strategically stepping away can highlight leadership gaps, capacity issues, and trust breakdowns. If you're feeling pulled in every direction heading into November or December, this episode is for you. 

Topics explored in this episode:

(01:15) The Holiday Season Is a Double-Edged Sword

*The holidays are often very joyful, but they also carry a lot of stress.

*Leaders are managing business deadlines, shorter days, and personal expectations collide.

*It's important to acknowledge that stress exists alongside celebration


(02:25) Redefining “Thanksgiving”

*Break “Thanksgiving” into two core practices: Thanks (appreciation) and Giving (generosity).

*Start with gratitude for team members, family, and yourself.

*Let go of expectations, and express that through generous action.


(5:25) Build Systems That Let You Breathe

*Think through the logistics of how you will see and connect with friends and family. 

*What’s gone wrong in the past? How can you prevent it from going wrong this year? 

*Apply the same reflection to your team; ask how they’re feeling and what support they need


Bill Gallagher, Scaling Coach and host of the Scaling Up Business podcast, is an international business coach who works with C-Suite leaders to achieve breakthrough growth.

 

Join Bill in the Growth Navigator Coaching Program: https://ScalingCoach.com/workshop 

Bill on LinkedIn: https://www.LinkedIn.com/in/BillGall

Bill on YouTube: https://www.YouTube.com/@BillGallagherScalingCoach 


Visit https://ScalingUp.com to learn more about Verne Harnish, our team of Scaling Up Coaches, and the Scaling Up Performance Platform, which includes coaching, learning, software, and summit. We share how the fastest-growing companies succeed where so many others fail. We help leadership teams with the biggest decisions around people, strategy, execution, and cash so that they can scale up successfully and beat the odds of business growth. 


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About the Podcast

Scaling Up Business with Bill Gallagher
Do you dream of an easier way to scale and grow your business? Do you wish you didn’t have to work so hard and put in as many hours? Do you find growth too slow, or hard to sustain?

This podcast—Scaling Up Business with Bill Gallagher—can help you achieve and maintain the growth you want.

A message from your host: “I’ve been in your shoes as a founder, CEO, and executive leader. I’ve coached and trained many leaders just like you over more than 15 years to grow their businesses successfully and profitably. But more than that, I’ve helped give them their time and sanity back. My core strength is making the growth process easier, faster, and way more fun.”

A dynamic thought leader, Bill talks with fascinating and brilliant guests each week, including visionary CEOs, trailblazing entrepreneurs, best-selling authors, renowned business strategists, and more.

Broadly, each episode focuses on one of the four major decision areas every entrepreneur and company must get right: People, Strategy, Execution, and Cash. More specifically, the show explores topics such as:

* Business Growth & Scaling.
* Customer Experience & Marketing.
* Innovation & Differentiation.
* Leadership Development.
* Delegation & Accountability.
* Vision & Strategy.
* Team Dynamics.
* Hiring & Talent Management.
* Company Culture.
* Employee Engagement.
* Crisis Management.
* Effective Communication.
* Influence & Persuasion.
* Business Strategies.

Running a business is ultimately about freedom. Subscribe to this podcast to learn how leaders like you can get your organizations moving in sync, create something significant, and still enjoy the ride. Subscribe if you want to elevate your business to unprecedented heights by tuning in to a masterclass in business excellence.

For information on Bill Gallagher’s coaching and training programs, and Scaling Up Workshops, visit www.ScalingCoach.com

About your host

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William Gallagher