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Ask The Entrepreneurs: How to Battle Your Inbox While on Vacation

Ask The Entrepreneurs: How to Battle Your Inbox While on Vacation


    Ask The Entrepreneurs

    is a regular series where members of those involved in the Young Entrepreneur Council are asked a single question that aims to help Lifehack readers level up their own lives, whether in a area of management, communication, business or life in general.

    Here’s the question posed in this edition of Ask The Entrepreneurs:

    Work email on vacation: do you do it? When is it time to tune out?

    1. Guilty As Charged!

      I never turn off my email. I may not be answering all of the emails that come in, but I am constantly scanning to make sure that the business isn’t on fire. I think it’s difficult to turn it off completely, especially if you are a solopreneur, even though there is great value in doing so. It is appropriate to tune it out if you are with family or friends though — give them attention too!
      Erin Blaskie, BSETC

      2. Admittedly Always On

        For entrepreneurs, “work-life balance” is more like “work-life blend.” When you need to recharge, you can take a break whenever it fits into your schedule; vacation doesn’t have to happen around prescribed times. Because of the reality of intermittent breaks, it’s never convenient to entirely tune out and switch off. You might set an away message, but it’s better to stay on top than fall behind.
        Doreen Bloch, Poshly Inc.

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        3. Vacation Responder Is Key

          I go email-less at least one day per week, usually on the weekend. So when it’s time for a real email-free vacation, it’s important to have an away message and to give people who might have an emergency a way to contact you, but chances are their emergencies aren’t actual emergencies and can wait till you get back to your inbox.
          Nathalie Lussier, Nathalie Lussier Media


          4. Regular Checks Necessary

            I try to only check emails at certain times of the day when I’m on vacation. It’s not very realistic for entrepreneurs to completely log off for long periods of time, but you can limit it to first thing in the morning and once in the afternoon. If it bothers you to not check it, just check it quickly and get on with your vacation!
            Caitlin McCabe, Real Bullets Branding


            5. Sorry, Entrepreneurs

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              Whether you like it or not, if you are a founder, you should also serve as a customer service representative for your company. Customer service is a 24/7 job, and keeping your clients happy is a must. Email doesn’t have to take much time out of your vacation (an hour or two per day maximum). You should never ignore it completely.
              Eric Bahn, Beat The GMAT


              6. Hire Someone for That!

                Email and vacation don’t belong in the same sentence. Working during your vacation is distracting and will prevent from getting that R&R your body needs. The best way to get the best of both worlds is to let someone who is very trustworthy read your emails once per day. Ask them to call you if something is extremely urgent. That will give you peace of mind since you’ll know everything is in order.
                Christian Springub, Jimdo

                7. Live Your Vacation

                  I decided to live my vacation, but building my business so I am actually on vacation all the time. Part of that is checking emails and allotting time to make phone calls and things, but I built my business so I can travel the world and explore fun new places while hanging out with cool people, rather than taking a vacation and trying to get your balance in for a week. Balance your life daily.
                  Louis Lautman, Young Entrepreneur Society

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                  8. Yes, With a Caveat

                    When I’m truly on vacation, I’ll check email, but only for absolutely essential emails. I only answer emails if someone bought a product and it wasn’t delivered, or if my site is down for some reason. Just essential customer service and catastrophic tech issues. That’s it. Everything else can wait.
                    Sean Ogle, Location 180, LLC


                    9. Leaving Is Not an Option

                      It’s truly not an option to avoid checking your email if you are a startup company founder. It’s your job to serve your customers and fellow team members whenever needed, even if you’re lounging with a cocktail on the beach. The key is utilize parameters and have enough discipline to not be constantly checking your email throughout the day as you would at the office. Once or twice a day is okay.
                      Warren Jolly, Affiliate Marketing

                      10. Compartmentalize Your Life

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                        Of course I check work email on vacation — damn near impossible to fully disconnect! But I’m working on getting better at compartmentalizing work time while on vacation by dedicating up to an hour in the mornings to read and respond to the critical things. Then I shut off for the rest of the day and get something out of the vacation.
                        Brooks Kincaid, Imprint Energy


                        11. It’s Part of the Job

                          Answering email on vacation is one of the sacrifices entrepreneurs have to make. After all, no one is responsible for making sure the company doesn’t implode but you. Hopefully, after a few years of blood, sweat and tears, you can take a breather. But as a founder you will most likely always be heavily involved in your business operations.
                          Alexandra Levit, Inspiration at Work


                          12. Entrepreneurial Escape

                            When I’m lucky enough to escape for a few days, I usually set aside an hour in the morning that I designate to answering emails, connecting with clients and employees, and taking care of anything else that arises. Once that hour is over, the phone is off, the laptop is closed and the only thing on my iPad is Pandora for the rest of the day!
                            Kevin Tighe II, INFLITE

                            (Photo credit: Man in Red Shirt on Lakeshore via Shutterstock)

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                            Last Updated on June 19, 2019

                            6 Ways to Be a Successful Risk Taker and Take More Chances

                            6 Ways to Be a Successful Risk Taker and Take More Chances

                            I’ve stood on the edge of my own personal cliffs many times. Each time I jumped, something different happened. There were risks that started off great, but eventually faded. There were risks that left me falling until I hit the ground. There were risks that started slow, but built into massive successes.

                            Every risk is different, but every risk is the same. You need to have some fundamentals ready before you jump, but not too many.

                            It wouldn’t be a risk if you knew everything that was about to happen, would it? Here’re 6 ways to be a successful risk taker.

                            1. Understand That Failure Is Going to Happen a Lot

                            It’s part of life. Everything we do has failure attached to it. All successful people have stories of massive failure attached to them. Thinking that your risk is going to be pain free and run as smooth as silk is insane.

                            Expect some pain and failure. Actually, expect a lot of it. Expect the sleepless nights with crazy thoughts of insecurity that leave you trembling under the covers. It’s going to happen, no matter how positive you are about the risk you are about to take.

                            When failure hits, the only options are to keep going or quit. If you expect falling into a meadow of flowers and frolicking unicorns, then you’re going to immediately quit once you realize that getting to that meadow requires you to go through a rock filled cave filled with hungry bats.

                            2. Trust the Muse

                            Writing a story isn’t a big risk. It’s really just a risk on my time. So when I start writing a story, I’m scared it will be time wasted. Of course, it never really is. Even if the story doesn’t turn out fabulous, I still practiced.

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                            When I’ve taken risks in my life, the successful ones always seemed to happen when I followed the muse. Steven Pressfield describes the muse,

                            “The Muse demands depth. Shallow does not work for her. If we’re seeking her help, we can’t stay in the kiddie end. When we work, we have to go hard and go deep.”

                            The muse is a goddess who wants our attention and wants us to work on our passion.

                            If you’re taking a risk in anything, it’s assumed that there is some passion built up behind that risk. That passion, deep inside you, is the muse. Trust it, focus on it, listen to it.

                            The most successful articles and stories I write are the ones I’ve focused all my attention on. There were no interruptions during their creative development. I didn’t check my phone or go watch my Twitter feed. I was fully engaged in my work.

                            Trust the muse, focus your attention on your risk, let the ideas and path develop themselves, and leave the distractions at the side of the road.

                            3. Remember to Be Authentic

                            Taking a risk and then turning into something you’re not, is only going to lead to disaster. Whether you are risking a new relationship or new opportunity, you must be yourself throughout the entire process.

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                            How many times have you acted like you loved something just because the men or woman you just started going out with loved it?

                            For example, I’m not an office worker. I have an incredibly hard time working in a confined timeline (ie. 9-5). That’s why I write. I can do it whenever the mood strikes, I don’t have somebody breathing down my neck, telling me that I’m five minutes late, or missed a comma somewhere. I don’t have to walk on eggshells wondering if what I’m writing will get me fired or make me lose a promotion. I can just be myself, period.

                            One girlfriend didn’t understand that. She believed solely in the 9-5 motto, specifically something in human resources because that was a very stable job. I was scared for my future, but I stuck with the relationship because of my own insecurities and acted like I would do it to make her happy.

                            Here’s a tip: NEVER take away from your happiness to make somebody else satisfied (note I didn’t say happy).

                            Making somebody else happy will make you happy. Doing something to satisfy somebody is murder on your soul.

                            4. Don’t Take Any Risks While You’re Not Clearheaded

                            I’d been considering the risk for a couple weeks. It all sounded good. I was 22 and I could be rich in a couple of years. That’s what they were selling me, anyways.

                            One night, while at a house party with some friends, I found myself at a computer. A couple of my friends were standing nearby and asked me what I was doing. I told them I was considering starting my own business and it was only going to cost me $1,500.

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                            Of course, when a bunch of drunk people are surrounded by more drunk people, things get enthusiastic. It sounded like the best business venture in the world to everybody, including me. So I signed up and gave them my credit card number.

                            A few painful months and close to $4,000 dollars lost later, I quit the business. I was young and fell into the pyramid scheme trap. It was an expensive drunk decision.

                            Drinking heavily and making decisions has a proven track record of failure. So when you have something important to decide, don’t let your emotions take over your brain.

                            5. Fully Understand What You’re Risking

                            It was the start of my baseball comeback. I got a tryout with a professional scout and killed it. After the tryout, he talked to my girlfriend and myself, making sure we understood I would be gone for up to 6 months at a time. That strain on the relationship could be tough.

                            We understood. I left to play ball, chose to stay in the city I played in, and a year later we broke up. Not because of baseball, see point 3 above. Taking big risks can have massive impacts on everything in your life from relationships to money. Know what you’re risking before you take the risk.

                            If you believe the risk will be worth it or you have the support you need from your family, then go ahead and make the leap.

                            You can get more guidance on how to take calculated risks from this article: How to Take Calculated Risk to Achieve More and Become Successful

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                            6. Remember This Is Your One Shot Only

                            As far as we know officially, this is our one shot at life, so why not take some risks?

                            The top thing people are saddened by on their deathbeds are these regrets. They wish they did more, asked that girl in the coffee shop out, spoke out when they should have, or did what they were passionate about.

                            Don’t regret. Learn and experience. Live. Take the risks you believe in. Be yourself and make the world a better place.

                            Now go ahead, take that risk and be successful at it!

                            More About Living Your Best Life

                            Featured photo credit: Unsplash via unsplash.com

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