The Holidays Arrgh Here! How To Handle Employee Time Off Requests…

I️ received a call with an enquiry about the holidays, and time off. No doubt a pain for employers and an avid desire for team…

I️ received a call from a business owner about time off during the holidays. “Everyone wants to take time off at the same time. What’s the best way to handle this during the holidays?” she Dubiously asked.

Time off during the holidays can be a Riff issue for employers, and an emotional desire for team members. Employers fear absence will impact business results. Meeting the demand often prove overwhelming for small business owners who operate in the hospitality, retail, and other industries that service holiday needs.

On the other hand, employees wish to spend time with family, especially those visiting from out-of-town. Let’s not forget the busy preparations  involved, amidst the hustle and bustle of the holidays.

So how can we balance the two? You don’t have to be mean about it. I concur with Kim Scott’s recommendation on the topic. Here’s my take on the issue.

  1. The Balancing Act. Try the trade-off. Employees know the drill. Share holiday coverage needs and let them work it out amongst themselves. Only step-in if you absolutely must.
  2. Comp days. Give them half/full day off at less demanding times. You will find this works very well, and shows compassion to those who must work.
  3. Flex-Basket. Try a flex-basket of Goodies from which they can choose. This would include a selection of delights such as lunch, dinner, drinks, partnership with vendors for relaxation/rejuvenation  goodies (e.g. mani/pedi, movie tickets, etc.). Believe me, this works wonders.

So there you have it! Three simple tips that will bring delight to your team, and smooth your business over the stressful holidays.

Noticed anything missing that you would add to best manage this issue during the holidays? Do share!

Cheers!


Discover more from Success Strategies

Subscribe to get the latest posts sent to your email.

Unknown's avatar

Author: Dr. Shelly

Dr. Shelly Cameron is a leadership strategist, executive coach, and author of 12 nonfiction books, including The GreenLight Factor and Success Strategies of Caribbean American Leaders. She is the creator of the GreenLight Leadership Framework and founder of Global Coaching Corner. She leads the Ignite Caribbean 30 Under 30 Emerging Leaders program. Drawing on over 20 years of global HR leadership experience, she's passionate about helping professionals navigate change and design fulfilling lives through intentional goal setting and self-discovery. Her research was published in the JAABC Business Journal, and she was a featured author for the 2026 Africana Arts & Humanities Festival's 250th celebration. 🎉 A thank-you: SuccessfulLeaders.net just crossed 100,000 views! Grateful for every reader who's made this milestone possible.

One thought on “The Holidays Arrgh Here! How To Handle Employee Time Off Requests…”

Leave a comment

Discover more from Success Strategies

Subscribe now to keep reading and get access to the full archive.

Continue reading

Travel with Intent

A photographer's view of the world - words and images to inspire your travels and your dreams

Answering daily prompts

In this blog I'm attempting to answer wordpress daily prompts

Alex Tafur

Property Maintenance

Poesy Perspectives

embrace the magic

GREENLiGHT

When God Says Go

HEALTH | INSPIRATION

Health, Reflection, and Poetry for the Journey of Life

My Sister My Friend

Family. Youth. Parenting

Kamileon Photography

Your Focus. Our Lens.