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Writer's pictureJulie Lokun

10 Tips How To Handle Stress During The Holidays as An Entrepreneur (PLUS OUR FAVORITE DE-STRESSING TOOLS)


Holiday Stress can make or break entrepreneurs
Entrepreneurs And Stress During The Holidays Is A Challenge

🎄 I get it—the holiday season is no walk in the park. With four boys running around, two energetic dogs, and a full plate of work commitments, the holidays can feel like a whirlwind of chaos. Between managing expectations, untangling Christmas lights, and meeting year-end business deadlines, I’ve learned a hard truth: sometimes, the best thing you can do is step away. Yes, hitting pause and walking away for a week or two to reset is okay. Trust me, the world will keep spinning, and you’ll return stronger.


The holiday season, while magical, often feels like a high-stakes juggling act for entrepreneurs. Between closing year-end deals, managing family expectations, and planning for the upcoming year, stress can quickly overshadow the season's joy. If you’re a business owner, here’s how to navigate this time with less stress and more intention.


Get our 10 favorite tips and tools to make the Holidays brighter for you!


10 Tips for Prioritizing Tasks and Minimizing Holiday Stress


1. Recognize and Acknowledge Holiday Stress

Entrepreneurs are accustomed to wearing many hats, but the added pressure of the holidays can push even the most resilient individuals to their limits. Instead of brushing off your stress, acknowledge it. Identifying the sources of your tension—whether it’s financial pressures, personal obligations, or work deadlines—is the first step toward addressing them. Use tools like Calm for mindfulness exercises to stay centered.


2. Set Clear Work-Life Boundaries During the Holidays

The holidays often blur the lines between work and personal life. Combat this by setting firm boundaries. Let your team and clients know your availability and stick to it. Similarly, carve out dedicated time for family and self-care. Apps like Slack and Calendly can help communicate availability clearly.


3. Plan and Prioritize Holiday Tasks

The last quarter is typically a crunch time for entrepreneurs. To minimize overwhelm, prioritize tasks and set realistic goals. Use tools like Trello or Asana to keep track of important deadlines. Focus on what truly matters, and let go of non-essential tasks.


4. Delegate and Outsource Business Tasks

You don’t have to do everything yourself. Delegate responsibilities to your team or outsource tasks to freelancers. Platforms like Fiverr and Upwork make finding skilled professionals easy.


5. Embrace Imperfection Over the Holidays

As entrepreneurs, many of us strive for perfection. But during the holidays, it’s important to remember that done is better than perfect. Whether it’s a less-than-flawless holiday campaign or a slightly messy house, letting go of the need for perfection can significantly reduce stress. For quick and effective to-do lists, try Todoist.


6. Invest in Self-Care During the Holiday Season

Taking care of yourself isn’t a luxury; it’s a necessity. Schedule time for activities that recharge you, whether it’s exercise, meditation, or simply reading a book. Apps like Headspace can guide your self-care journey. Adequate sleep and moments of mindfulness can work wonders for your mental health during this hectic season.


7. Stay Connected to Your Entrepreneurial "Why"

The holiday season is a great time to reflect on your purpose. Why did you become an entrepreneur? Reconnecting with your core mission can help you stay grounded amid the chaos. Use journaling tools like Penzu to express gratitude for your journey, your team, and the lessons learned throughout the year.


8. Leverage the Holiday Spirit for Business Growth

While managing stress is important, don’t overlook the opportunities the holidays present. From strengthening client relationships with thoughtful gestures to launching seasonal campaigns, align your business strategies with the festive spirit. Use email marketing tools like Mailchimp to create impactful holiday campaigns.


9. Plan for the New Year With Intention

End the year with intention by setting aside time for strategic planning. Reflect on what worked and what didn’t in your business. Tools like Notion can help create a clear roadmap for the coming year. A structured plan can alleviate anxiety and create excitement for what lies ahead.


10. Give Yourself Grace During Holiday Chaos

Finally, remember that you’re human. Despite your best efforts, there may be moments of overwhelm. Allow yourself grace and the flexibility to adapt. Celebrate small wins and remember that the holidays are ultimately about connection and joy, not perfection.

For a guided reset, consider trying a short online retreat through Insight Timer.


Prioritizing During The Holidays Is Critical For Entrepreneurs

For entrepreneurs, the holiday season doesn’t have to be synonymous with stress. By setting work-life boundaries, prioritizing self-care, and embracing imperfection, you can navigate this time with a sense of balance and fulfillment. The key is to approach the season with intention, ensuring you’re not just surviving but thriving—both personally and professionally.




JOIN CRE8TIVE ENTREPRENEURS LIKE YOURSELF AT THE ICONIC BUSINESS CONFERENCE CRE8TIVE CON IN FEBRUARY 2025!









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