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Published on October 2, 2018

20 Cool Jobs for Unconventional People (No Matter How Old You Are)

20 Cool Jobs for Unconventional People (No Matter How Old You Are)

At a certain point in my life, I thought I would be a scuba instructor. Bronzed and toned, living care free in the Maldives mingling with fabulous people. It seemed like a perfectly original undertaking that suited me. After all, there I was just finishing my dive master training on the tepid shores of Costa Rica.

Top of the list for cool jobs, right?

But considering a new instructor garners an annual salary of $20,000 USD, there were bolder (and more financially sound) paths to pursue. Yet I was inspired. Inspired by the water, the physical activity, the challenge and learning. That was 15 years ago. I went on to continue to wear numerous hats in a life of unique jobs.

Like many unconventional people, standing in the full power of our desire for learning allows us to seek opportunities around the fringes of convention. Sometimes the unusual, the unexpected, and yes, the inspiring. So, I’ve put together 20 positively perfect cool jobs for your unique calling.

You may be thinking; how does this apply to me? The average person thinks about doing things. They talk, do some planning, and they wonder. That’s where they get stuck.

Unconventional people have the guts and creativity to carry out their pursuits and make up the workforce of the unusual. So how do you find the job you love, now?

Listen to your powerful inner voice and follow up on those curiosities.

The unconventional do not follow a simple formula, we make it up along the way, and are not afraid of that influence. If you possess humor, humility, articulation, curiosity, creativity, persistence, are a bit of a rebel, don’t bow to intimidation, and freely pair unusual ideas, you may be ready for any one of these unique jobs.

But if you’re an unconventional person, you likely already knew that. You’ve felt the pull to the outskirts and are fully deserving of your hard-won labor and wisdom. Pursue away!

Experiencing the fullness and efficiency of your truth creates a positive effect. Here are 20 unconventionally cool jobs to consider. Some of these give me butterflies just thinking about the possibilities.

1. White Hat Hacker

Black hat hackers are the ones you hear about in the news and threaten our online security.

In our connected digital world, we need to be safe. That is where the White Hat Hacker comes in, creating digital roads for our security.

Used to counter cyber- attacks, viruses and other barriers to our digital safety. They often are recruited from the “dark side” of black hat hackers.

2. Touring Race Car Driver

    Ever thought about zooming around the racetrack and winning? Most race car drivers start at a young age and have a competitive streak.

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    Shea Holbrook started at 16 and went on to win the Pirelli World Challenge and own her own race car team.

    Feel like you were born for a cool job? Competitive pursuits like this one require practiced technical skill and a desire for adrenaline.

    3. Sommelier

    A sommelier is a trained professional and wine steward that specializes in fine wines and high-end service.

    Have a flair for subtleties, smells, tastes and great conversation? Then a strategic spot with a private collection, winery, or fine dining location could set off your cool job radar.

    Trying to pair your steak with the best Napa red? Ask your sommelier.

    4. Golf Ball Diver

      Golfers try to avoid water hazards, but many golf balls find their way to a watery grave.

      Golf Ball Divers seek them out and rescue the many lost golf balls for courses around the world. That’s one way to make a living and have fun explaining it at a party.

      5. On Call Musician

      Musicians are notorious for being creative and unconventional, so what better way to evoke coolness than being a musician?

      On call musicians are therapeutic in ways that bring music to those that need it for healing, relaxation, and in less than ideal situations.

      There are groups that do this informally and formally, and Musicians on Call is an outlet for people to enjoy music with an option to join in for their own form of therapy.

      Music plays a large roll in emotion, and this is a great way to for a musical outlet.

      6. Traveling Outdoor Guide

      Creating a unique experience and unforgettable vacation is the work of outdoor guides. Trek guide, bike guide, expedition guide – it all requires a flexible, fun, safe attitude with a side of mental fortitude.

      It’s a tough job with plenty of rewards that allows you to become a seasoned traveler, constant learner and master of all trades. Being physically fit will give you a one up in this position.

      Certain safety, medical, survival and outdoor training are required with others needing more technical skills (biking, climbing and diving for a start).

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      Often this unique job creates an intoxicating connection to the environment and culture, paired with high end service and Michelin style meals on the go.

      It’s about making every day the ultimate vacation of a lifetime. I know first hand, doing this seasonally around the world.

      7. National Park Ranger

        If you enjoy educating, meeting new people and being in nature, the sometimes-solitary position of park ranger may be a perfect fit.

        The U.S. National Park Service overseas the safety and conservation of our designated parks with the foresight to keep them healthy for the future. This gives you the opportunity to learn about the environment and interact with people and wildlife in iconic natural lands.

        Looking to share your love of camping? Why not share the historic lands of National Parks?

        8. Air Traffic Controller

        Air traffic controllers continue to be one of the fastest growing jobs (and one of the highest stress levels) with the FAA.

        It’s slated, there will be a need for 10,000 air traffic controllers over the next decade. It does require a certain personality able to watch several monitors simultaneously while relaying information and keeping those lives in the air safe.

        Did I mention this is all done in a dark room filled with glowing computer screens and your own personal security access?

        9. White House & Celebrity Chef

        Celebrity chefs often work with personal trainers to coordinate meal planning with results for many celebrities in the spotlight, along with those that compete on national fitness levels.

        Executive chefs at The White House have the heavy task of planning, managing and preparing effective meals for our nation’s top family. This includes catering for parties, events, and the families entertaining.

        The pressure is on in all cases, since those chefs want to be innovative and provide consistent quality.

        10. Teaching English in Nepal (or around the world)

        Teaching basic conversational English often requires a bachelor’s degree or training through a placement institute with an option to live around the world. There are both paid and volunteer positions with flexibility to create your teaching plan.

        Volunteers in the Teaching English to Buddhist Monks Program provide conversational English to Tibetan children in Nepal. They also organize creative educational activities to further increase their teaching skills.

        Just think of a cool and interesting place you want to visit. Chances are there is opportunity to teach English.

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        11. Thief Hunter

        These unconventional job titles focus on scam artists, pick pockets, thieves and petty criminals around highly populated tourist areas. The people in these unique positions can be called thrill seekers but are actually providing a service to offset the tourist targets.

        With an element of human research in psychology these bait traps are designed to attract and catch thieves. This may be as close as you get to being Bat Man, and it’s all caught on camera.

        12. Smoke Jumper

          A rookie smoke jumper organizes himself after a tower jump at the McCall, ID smokejumper base.

          Smoke Jumping is dangerous and thrilling job that puts fire fighters on the scene first to try to maintain it before it hits a higher level of ignition.

          Wild land firefighters who smoke jump, parachute into remote fire areas and utilize skilled hard work and techniques to suppress fires.

          If you want an adventure with a side of real danger, this is one modern day job with plenty of reward. Many of these hero’s have shown tremendous bravery.

          13. Aircraft Repo

          Ready to fly a plane or whisk away a helicopter? Aircraft repossession is a skilled craft (literally) and requires a clean background, healthy medical record, pilots license and FAA clearance.

          Repos can include flying helicopters, Jumbo Jets, and Gulf streams that need to be picked up for bankruptcies and repossessing. This takes a lot of nerve and a bit of a personality, since you’re dealing with all reaction levels and often unhappy people.

          14. Cruise Ship Entertainer

          The floating cities of the cruise industry have every form of entertainment you can think of.

          Have a talent in aerial acrobatics, a beautiful singing voice, the perfect comedy pitch or are a stunning bachata dance teacher? Cruise ships have talent and are always on the lookout for innovative people to join their mega ships and keep the crowds happy.

          Unconventional personalities make up much of the seasonal and year-round work on board while providing highly produced shows. Plus, you’ll be able to travel.

          15. Sports Commentator

          Sports can be intense so a soothing (or animated) voice to call out the play by play and add in a bit of humor is appreciated.

          Commentators are celebrities in their own right and often make promotional and marketing appearances. After all people want to know the face behind the game analysis, their views and insider tips on the sport.

          Their number one job is to keep the fans engaged and entertained through the game. Game on!

          16. Pet Food Taster

            Human “testing” is needed in the pet industry.

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            Our furry friends may eat what is in front of them, but they can’t give feedback on the taste, texture or nutritional value of their food. That’s where human consumption comes into play, and pet food testers personally taste pet food heading to the market for quality control, safety, and maybe a little honest feedback on the flavor.

            Bacon wrapped steak flavored doggy bites may not just be for your pets. Definitely an original choice in a job.

            17. Underwriter

            Insurance underwriters take the time to assess the real risk and liability of outgoing insurance. That includes who or what it is covering and the possibility of paying out on a loss.

            Insurance may be a safety factor and give us some peace of mind, but it can also be an unconventionally cool job. Especially when you’re insuring high risk athletes, extreme adventurists, or large and costly product, property or policy.

            18. Puggle Handler and All-Around Volunteer

            Like animals? How about unusual and bizarre animals? Being a puggle cuddler could be the answer to your animal career.

            Think of the long snout of an anteater, coarse hair and skin, with the body size and movement of a mini hippo. That’s a baby Echidna. They need lots of love and cuddling, so volunteers give their time in promoting animal health, and get the bonus of the cute and unconventional cuddling back.

            19. Academy Award Ballot Counter

              Celebrities and the elite walk the red carpet in anticipation of the winning names and a lot of high end entertainment. But behind the scenes only the two people who tally and account for the votes know the winning names.

              This is kept very secure and even the announcers have to wait for the final unveiling to know the winning name. Try keeping that under wraps.

              20. Government Astronomer

              Astronomy has a wide scope of study and I often listen to Neil Degrass Tyson’s musings on quarks, black holes and anti-matter discovered in our universe.

              Astronomers can work with many outlets but even better when working with the U.S. government. Many astronomers spend plenty of time researching and visiting observatories throughout the year. Others spend more time outdoors in pursuit of celestial enlightenment. And since there is less radiation from the sun at night, that is when many spend time observing.

              The bottom line

              Some foundational aspects of convention are there for a reason. They work. They’re predictable, and they are timeless in ways that the majority understands.

              But when we dig deeper, convention gets old, overused and uninspiring, especially when people are seeker layers of real transformation faster than someone un-tags themselves from an online photo that makes them look bad.

              What makes you unconventional goes beyond a job title. I’ve reinvented myself several times in my life, and something tells me there are a few more on my list. I thrive in the zone of optimal anxiety.

              In the end, there’s nothing like the privilege of owning yourself and stepping away from the crowd.

              Sometimes we’ve been quiet for so long, we’ve given up on being unconventional. Sometimes we’re told to clear away our most unique traits to make someone else comfortable. But that would be taking away our best parts, and let’s face it, that’s just not us.

              Featured photo credit: Nicole Harrington via unsplash.com

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              Liz Galloway

              I'm an idealist, columnist & traveler helping people connect through personal discovery. Stay inspired!

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              Last Updated on June 13, 2019

              15 Best Entrepreneurs Books to Start Reading Now to Be Successful

              15 Best Entrepreneurs Books to Start Reading Now to Be Successful

              Knowledge is power, and you’re going to need a lot of it if you’re going to be able to steer your business to success.

              Without further ado, let’s take a look at the 15 best entrepreneurs books to get inspirations about success and grow your business.

              1. Think and Grow Rich by Napoleon Hill

                This book has been dubbed the Granddaddy of All Motivational Literature, and it was actually the first book that gave a prescription of what it takes to be a winner.

                Napoleon Hill draws from the stories of millionaires like Henry Ford, Andrew Carnegie, and Thomas Edison to illustrate the principles he put forth.

                Get the book here!

                2. The Lean Startup by Eric Reis

                  A lot of startups end up failing, but many of these failures are actually avoidable. The Lean Startup provides a different approach that is now being adopted all over the world and changing the way that companies are developed and products are being launched.

                  In The Lean Startup, Eric Reis describes what is required for a company to penetrate the fog of uncertainty in order to discover a path to a sustainable and successful business.

                  Get the book here!

                  3. The E-Myth Revisited by Michael E. Gerber

                    In a revised edition of the 150,000-copy bestseller, The E-Myth, Michael Gerber refutes some of the myths that surround starting your own business and shows just how commonplace assumptions can end up getting in the way of being able to run a successful business.

                    Gerber succeeds in walking the reader through the steps that occur in the life of a business, from infancy, through the pains of growing as an adolescent, to the perspective of the mature entrepreneur.

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                    Get the book here!

                    4. Rework by Jason Fried

                      Most of the business books that you get today will give you the same advice: draft a business plan, study the competition, look for investors, and all that.

                      However, Rework shows you a more effective, easier and faster means of succeeding when running a business. By reading it, you’ll be able to know why some plans are harmful, why you don’t really need to get investors, and why you’re better of shutting out your competition.

                      Get the book here!

                      5. How to Win Friends and Influence People by Dale Carnegie

                        This is one of the most successful motivational books in history, selling well over 15 million copies since it was released in 1936. The book is timeless, and it appeals to businesses, self-help startups, and general readers.

                        Carnegie believes that a lot of successes come from an ability to communicate rather than having brilliant insights. In his book, he teaches how to value others and make them feel appreciated and loved.

                        Get the book here!

                        6. Outliers: The Story of Success by Malcolm Gladwell

                          Through this amazing book, Malcolm Gladwell is able to take the reader on an intellectual journey through the world of ‘outliers’. He asks the question of what truly differentiates high-achievers.

                          His answer to this question is that we tend to pay too much attention to what successful people are like, and less attention to where they are actually from.

                          Get the book here!

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                          7. Rich Dad, Poor Dad by Robert T. Kiyosaki

                            This is the best personal finance book ever written. It tells the story of Kiyosaki and his two fathers; his real father, and that of his best friend (his rich dad), as well as how the two men helped him shape his opinions on money and investing.

                            It refutes the myth that you need to earn high to become rich, and it distinguishes between working for money and having money work for you.

                            Get the book here!

                            8. The Ascent of Money: The Financial History of the World by Niall Ferguson

                              Niall Ferguson, in this book, follows the money to tell the story behind the evolution of the word’s financial system, from the beginning way back in ancient Mesopotamia to the latest occurrences in what he had dubbed Planet Finance.

                              Fergusson also reveals financial history as the backstory behind our very own history, with an argument that the evolution of debt and credit is as significant as the history of technological innovation and the rise of civilization.

                              Get the book here!

                              9. Liar’s Poker by Michael Lewis

                                Michael Lewis landed a job at Salomon Brothers after getting out of the London School of Economics and Princeton within three years, he had risen to the rank of bond salesman, making millions for the firm and cashing out steadily.

                                Liar’s Poker is the amalgamation of these years — a look behind the scenes at one of the most turbulent times in American business. His book is Lewis’s account of an era where greed and gluttony were the order of the day.

                                Get the book here!

                                10. Drive: The Surprising Truth about What Motivates Us by Michael H. Pink

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                                  A lot of people see money as the best motivator. Michael pink says it’s a mistake.

                                  In this provocative book, he asserts that the secret to high performance anywhere is the need to direct our lives, to learn and create, and to do better by our world and ourselves.

                                  Get the book here!

                                  11. Getting Things Done: The Art of Stress-Free Productivity by David Allen

                                    Outdated methods don’t work in today’s world. In this book, Allen shares some awesome methods for stress-free performance that he has shared with thousands of people all over the world.

                                    His premise? That productivity is proportional to your ability to relax.

                                    Get the book here!

                                    12. The 7 Habits of Highly Effective People by Stephen R. Covey

                                      In this book, Stephen Covey presents a holistic approach for overcoming both professional and personal issues. With insights and anecdotes, Covey presents a way to live with integrity fairness, service and dignity.

                                      Get the book here!

                                      13. The 4-Hour Workweek: Escape the 9-5, Live Anywhere, and Join the New Rich by Tim Ferriss

                                        In this book, Ferriss dishes on the tips he has learned from studying the New Rich, a subculture of people who did away with the deferred life plan and mastered time and mobility to developed luxury lifestyles for themselves.

                                        If you’re looking to make your way in this revolutionary new world, this here is your compass.

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                                        Get the book here!

                                        14. Delivering Happiness: A Path to Profits, Passion, and Purpose by Tony Hsieh

                                          The CEO of Zappos shows how a unique kind of corporate identity can help deliver a huge difference in the way results are being achieved — by creating a company that values and delivers happiness.

                                          Get the book here!

                                          15. Losing My Virginity: How I Survived, Had Fun, and Made a Fortune Doing Business My Way by Richard Branson

                                            From Virgin Atlantic Airways, Virgin Records and V2 to Virgin Cola, Virgin Megastores and a wide array of other companies, Richard Branson is the rockstar billionaire that a lot of us want to be.

                                            Branson, however, did business by following a simple philosophy:

                                            “Oh, screw it, let’s do it”

                                            Losing My Virginity is an unusual, borderline outrageous autobiography of one of the greatest business geniuses in the world. Branson and his friends named their business “Virgin” because that was what they were — virgins at the game.

                                            Since then, he’s written his success rules, creating a global business that has no headquarters, no management structure no corporate identity as it were.

                                            Get the book here!

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                                            Featured photo credit: rawpixel via unsplash.com

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