The Entrepreneur Holiday Checklist

eWomenNetworkThe Entrepreneur Holiday Checklist

The holidays are a perfect time to take a beat, be thankful, and embrace tradition and cheer as we march on toward 2022.  The reality is, of course, that the holidays are stressful. Navigating travel, family plans, work commitments, holiday events; and the only way to get through it is to plan ahead. Especially when you're an entrepreneur.

Send Holiday Cards. Family expects them, but clients often do not. Isn’t it lovely to get mail that isn’t a bill? For some the idea of whipping out the old rolodex and handwriting cards is a delightful blast from the past, a soothing task that brings repetition and order to a chaotic time of year.  If you don’t fall into this category however, no worries, there are plenty of services that do it all for you. If you fancy physical cards, take a look at postable.com, simply select your design, hand over the names and addresses, and you’re good to go!  

Plan time off. For the workaholic, this one can be hard. But remember, with so many people celebrating the holidays, many of your clients will be MIA, so it’s okay to take a breather. Consider when you anticipate clients will go into holiday mode and follow suit. And when scheduling days off for your employees or contractors, remember that not everyone celebrates the same holidays or even celebrates at all.  While some may prefer Christmas Eve as a day off, others may favor the last night of Hanukkah. Provide them with options when you're able.


Overcommunicate with your customers. This is a biggie. Entrepreneurs are some of the most plugged in, on-call people in existence, and when that changes it can be confusing for clients. It’s nothing overcommunication can’t fix. Plan those out of office messages, send out mass email communication, and update your social media. Even before the holidays are in full swing, it’s a good idea to double-confirm every call and meeting. The holidays are hectic for everyone, so it’s possible your clients may have some things fall through the cracks as well. 


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Think ahead when it comes to decorating. When to decorate is a hotly contested issue of the last several years.  Many brick and mortar retail stores begin the day after Halloween, prompting some to shout “too soon!”, but it’s not consumerism that drives this timeline, it’s managing the workload early on so employee hours during the holiday season are focused on customer service. So when you’re looking at when to decorate, whether it be your home or your business, think about what makes sense for your schedule. If December is a busy month, get everything out of the way in November so you can drive your year-end goal 100% without distraction. And remember, if you prefer to hire someone or (gasp) not decorate at all, THAT’S OKAY.  A mini pre-lit tree from Target is totally acceptable when you’re focused on building an empire!.


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