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Small business owners: 5 ways to go on vacation and not feel guilty about It

Small business owners are never really off the clock. In 2014, the majority of small business owners did not take a vacation at all. Even when they walk away from their desks, smartphones, and other work responsibilities, the business is still there, lingering.

Understandably, most small business owners have trouble completely letting go of their work identities when they do manage to take some time off. So rather than completely walking away from the business side, small business owners should look for easy, everyday ways to take their work along for the trip that do not impede on the relaxation time.

Here are just a few ways to make that happen:

  • Pack business cards. You never know who you might meet in your travels. It’s much easier (and more professional) to hand over a business card with your contact details than to scribble it down on a crumpled up receipt. Throw a few business cards in your pocket, suitcase, backpack, or beach bag. Drop a few off at different spots along your route and expand the reach of your small business in the process.
  • Post to social media. Do you sell a product that can go along on the ride with you? Take some photos of it in different locations to post to social media. If you provide a service-type business, think of relevant ways to relate what you offer to vacation-type posts. Remember that people prefer visuals over plain text, so try to post photos or videos to see the most engagement.
  • Schedule work time. Don’t schedule a lot of it, but do allow yourself small windows of time to address any business tasks that need your attention. Check emails, make phone calls, and reach out to any sales leads. Give yourself a starting and ending time, and stick to it. By taking just a little time to check in, your mind will be at ease during your off hours.
  • Delegate tasks. Pick the right people to look after the business while you are away. If you are a sole proprietor, consider outsourcing some of your tasks like sales calls, answering emails, or posting to social media. Most small business owners will be happier if they know that at least some work tasks are being completed, rather than everything just piling up for when they return.
  • Look for prospects. What can you do along the way to grow your small business? Perhaps there are future clients or vendors you could meet with for lunch. Maybe you could host an event that fits into your business model at your new spot and raise brand awareness. Remember that your time off is just that, but cashing in on the travel side to look for opportunities is really valuable. You may even be able to write off some of your travel expenses if you have business encounters on it.

How do you take time off but remain invested in your small business at the same time?


Megan Totka

Megan Totka is the Chief Editor for, which helps small businesses grow their business on the web and facilitates connectivity between local businesses and more than 7,000 Chambers of Commerce worldwide. She specializes on the topic of small business tips and resources and business news. Megan has several years of experience on the topics of small business marketing, copywriting, SEO, online conversions and social media. Megan spends much of her time establishing new relationships for, publishing weekly newsletters educating small business on the importance of web presence, and contributing to a number of publications on the web. Megan can be reached at

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  1. Avatar Emily Park

    Great post Megan! Vacations are so important! Often owners will come back refreshed and full of new ideas. If they have lots of work to catch up on unfortunately they won’t have time to implement those new ideas. Delegating tasks is so important, but I’d add automation to your list of tips. If you can have things set up to happen automatically you will be able to go off on vacation and actually relax knowing that your business is still moving forwards. With Boxpilot you get to delegate your tasks to experts and you also get automation. We generate, nurture and qualify leads using contacting plans we execute for you. Our touches focus on building real human connections with live calls, guided voicemail, emails, texts – all sequenced and responsively triggered from the automation platform we manage for you. We use content magnets that we create for you (white papers, case studies, etc.) and lists that we build for you. We manage the entire system, and we present the best sales-ready opportunities and scheduled appointments to you.

    With our fully managed, full-cycle, funnel execution system there is no reason why you can’t go on a vacation every year.

  2. Avatar Megan Totka

    Thanks Emily! That’s actually a very good point! There are so many things small business owners can automate and schedule ahead of time and they really should take advantage of that when traveling.

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