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Writer's pictureEO Boston Board

Six Ways Boston Entrepreneurs Make the Most of the Holidays


A gathering of entrepreneurs

As we approach the holidays, it is customary to be drawn in by the festivities and other activities. Unfortunately, this is not the case for many entrepreneurs, as 95% of them are victims of work-life imbalance, leading to burnout. Despite the demanding nature of your business, working during holidays should be kept to a minimum.


Instead, take this time to refresh, focus, and strategize for the coming year. If you’re looking for ways to maximize the festivities while tapping into your creative side, this article will explore six practical tips you can adopt. Let’s get started!


1. Reflect on Your Achievements

Taking stock of your success is crucial as it helps you stay on track. You need to celebrate your wins and milestones to reinforce the importance of hard work and create a positive atmosphere for your staff and team members. Ask your employees questions about their work experience from the beginning of the year till now.


This will help you see your organization from their perspective and make necessary changes. Beyond evaluating your work performance, pay attention to your well-being. Use entrepreneur holidays to achieve work-life balance, manage stress levels, and improve overall well-being.


2. Attend Events and Secure Networking Opportunities

Attending events during the holiday season can be an excellent opportunity to meet and interact with like-minded, goal-driven entrepreneurs like you. As you network, you can share insights and build genuine relationships to advance you to the next level. There’s no fun in learning all alone without any input.


So, ask relevant questions and share your knowledge with others. To extend the networking opportunity to your staff, you can organize your holiday events and invite industry players to share their experience in business. With a community like EO Boston, there’s no end to how much fun you can enjoy while learning and growing.


3. Set Up Employee Engagement Initiatives

What is a business without collaboration, and what is an entrepreneur without employees? Truly, there’s not much you can achieve without your team, so you need to factor them into your plans during the holiday. Start by organizing a Christmas party where you recognize employees’ performances throughout the year.


You can spice it up by trying a Secret Santa exchange. Also, make room for them to unwind with games and other team-building activities. You can even organize holiday getaways featuring workshops on mental health, stress management, and relaxation techniques.


Finally, it wouldn’t hurt to introduce remote working schedules and flexible working hours for your staff. This will give them more time to celebrate with their families and uphold their personal festive traditions.


4. Volunteer and Participate in Community Events

Apart from the desire to be their own boss, studies show that 52% of entrepreneurs start their business to fill a need in their community. What better way to fill this need than engaging in community charitable events?


Reaching out to the less privileged and the needy around you has a way of fostering social responsibility and leaving a positive impact on the workplace. It also has a way of helping you build a positive brand image and connect with the members of your community.


Engage in these charitable events with your employees, as it boosts their morale and gives them a feeling of being part of something with socioeconomic impact. Generally, a great sense of pride and purpose comes from positively impacting the community.


5. Strategically Plan for the Upcoming Year

If you’ve ever asked, “How much do entrepreneurs make?” you should know there’s no straightforward answer. Many entrepreneurs do not make enough to keep their businesses running, as the major concern of most small businesses is inflation.


One of the perks of entrepreneur holidays is that they drop the pressure and give you time to prepare your business plan for the coming year. When you're not celebrating or spending time with family and loved ones, devote a few hours to mapping out strategies to help you navigate the next calendar year.


6. Balance Work and Personal Time

Maintaining a healthy work-life balance is a proven way to avoid burnout. You can start with these tips:

  • Plan and schedule your time every day.

  • Do not be afraid to say no to things that will alter your schedule.

  • Learn to delegate tasks so that you do not get overworked constantly.

  • Incorporate breaks into your work schedule, and take the time to step away from your desk and breathe.


While learning how to become an entrepreneur or furthering your journey as one, you must gain the requisite knowledge to manage your personal life and professional commitments. Indeed, you may not learn everything at the beginning. But set your mind to prioritize your well-being and family. Because, at the end of the day, these are part of what matters the most.

If this is the question lingering in your mind, then you’re in luck. Apart from applying the useful tips outlined above, you can also take things a step further by joining a network of goal-driven entrepreneurs.


Regardless of your industry, you may be eligible to join EO Boston to get access to peer-to-peer learning, mentorships, networking, workshops, and so much more. These can help you accelerate your business development to an enviable height. See if you qualify for our membership!

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