Debra Chantry-Taylor: Use Your Holidays to Set Yourself Up for Success
In this holiday episode of Better Business, Better Life, Debra Chantry-Taylor tackles a familiar but rarely confronted reality for entrepreneurs: most don’t truly rest over the Christmas break, they simply pause while staying mentally tethered to work.
Debra unpacks the subtle behaviours that sabotage real downtime, from “just checking emails” to quietly solving work problems in your head and explains why these habits prevent genuine recovery. She shares why true rest isn’t indulgent or irresponsible, but essential for clear thinking, strong leadership, and sustainable businesses.
Through her signature lens of fierce clarity and loving truth, Debra outlines five practical steps for a healthy Christmas break, choosing presence, resting without guilt, reflecting lightly, reconnecting with who you are beyond the business, and letting go of martyr behaviour. She also explores why family businesses often struggle at Christmas, and how blurred boundaries can quietly undermine both rest and relationships.
The episode closes with Debra sharing her own plans for switching off properly, offering a grounded reminder that a business strong enough to survive your absence is a sign of leadership done well.
So if you’re heading into the festive season exhausted, distracted, or secretly planning to “just check in,” this episode is your permission slip, and your plan, to truly rest.
CONNECT WITH DEBRA:
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►Debra Chantry-Taylor is a Certified EOS Implementer | Entrepreneurial Leadership & Business Coach | Business Owner
►Connect with Debra: debra@businessaction.com.au
►See how she can help you: https://businessaction.co.nz/
►Claim Your Free E-Book: https://www.businessaction.co.nz/free-e-book/
Episode 252 Chapters:
00:00 – Introduction
00:38 – Christmas Break Realities for Entrepreneurs
02:32 – The Truth About Entrepreneurs’ Christmas Breaks
04:23 – The Importance of Rest for Entrepreneurs
05:20 – Family Businesses and Christmas
08:50 – Preparing Your Business for a Proper Break
11:26 – Debra’s Personal Christmas Plans
She is based in New Zealand but works with companies around the world.
Her passion is helping Entrepreneurs live their ideal lives & she works with entrepreneurial business owners & their leadership teams to implement EOS (The Entrepreneurial Operating System), helping them strengthen their businesses so that they can live the EOS Life:
- Doing what you love
- With people you love
- Making a huge difference in the world
- Bing compensated appropriately
- With time for other passions
She works with businesses that have 20-250 staff that are privately owned, are looking for growth & may feel that they have hit the ceiling.
Her speciality is uncovering issues & dealing with the elephants in the room in family businesses & professional services (Lawyers, Advertising Agencies, Wealth Managers, Architects, Accountants, Consultants, engineers, Logistics, IT, MSPs etc) - any business that has multiple shareholders & interests & therefore a potentially higher level of complexity.
Let’s work together to solve root problems, lead more effectively & gain Traction® in your business through a simple, proven operating system.
Find out more here - https://www.eosworldwide.com/debra-chantry-taylor
