The 1 Sign You Might Be An Entrepreneur (It's Exactly What You Think It Is)

Few websites contain more wasted energy than LinkedIn, where the business world's mediocre strivers convene in hopes of using enough empty buzzwords to convince someone — anyone — that they are truly ~influential~.

In recent years, the site's LinkedIn Pulse section has become a sort of home base for "bylines" — the sort of non-sensical, usually ghost-written opinion pieces that PR pros used to have to pitch to journalists, who would then groan and ignore them.

The idea is that other business owners who might be potential customers will be impressed by the executive's astute commentary and ability to compare a hyper-specific technical topic with an unrelated thing from pop culture. More often than not, though, these op-eds come off as an unflattering cry for attention.

Yesterday, Hootsuite CEO Ryan Holmes and his public relations team provided us with a pretty outstanding/terrible example of this sort of lukewarm thought leadership in the form of a slightly upscale listicle entitled "7 Unexpected Signs You Might be an Entrepreneur."

While you might think there is only one true sign that a person is an entrepreneur (i.e. they have at some point in their lives started a business), you would in fact be very, very wrong.

As Holmes' post, and those of countless other Thinkfluencers can attest, entrepreneur is not something you do, but a way of life that only the most virtuous among us are capable of pursuing.

Please enjoy the precious wisdom Holmes shared with the LinkedIn community:

Remember Jeff Foxworthy? The comedian made a splash back in the ‘90s with his (slightly un-PC) “You might be a redneck” routine. Among his classic one-liners: “If you own a home that’s mobile and five cars that aren’t … you might be a redneck.”

Well, inspired by Jeff, I’ve been thinking about a “You might be an entrepreneur” routine—in other words, slightly unexpected signs you’ve got what it takes to go through the thrilling, punishing, life-changing experience of starting your own company.

This is both a timely pop culture reference and a concept that has never been done before!

Yes, you’ve got to be passionate, resilient and all that other good stuff. But there are more subtle qualities needed, as well. Networking with other entrepreneurs over the years through Hootsuite and working closely with young up-and-comers through my foundation The Next Big Thing, I’ve noticed that a lot of us share some common personality traits. So, without further ado, you might be an entrepreneur if...

A pivotal feature of entrepreneurphilic Thinkfluencer content is its presentation of owning a busienss as a noble and virtuous act in and of itself.

Not coincidentally, the people writing these articles almost always work for B2B companies that exploit an inefficiency in an existent market rather than sell a product or service people actually enjoy.

In this case, the author is the CEO of a firm that allows companies to more easily manage the shit they put on their awful branded social media accounts.

1) You’re restless, and no achievement ever seems good enough. When most people reach a goal they think, “I did it! Time to sit back and enjoy it for a while.” An entrepreneur thinks, “Great, what’s next?” Take the late fashion maven Coco Chanel. She started with a simple hat line, expanded into women’s clothing, and eventually moved into jewelry, accessories and perfume. By the time of her death in 1971, Chanel had not only left behind an iconic brand, but a business empire that was bringing in $160 million annually. Entrepreneurs like Chanel don’t stop with one big achievement. They’re always itching to find and take on the next challenge.

It's important to note here that Coco Chanel still would have been an entrepreneur if she had stopped after the hat line because entrepreneur is a word that just means "a person who runs a business."

2) You’re a control freak. Throughout my career, I’ve had to make a conscious effort to strike a balance between controlling my business and letting the talented people around me take the reins. It turns out that many of my entrepreneur friends struggle with the same challenge. It’s great to have a CEO who cares about all the details of a company, but when that person needs to be involved at every level, it can become detrimental to getting things done. It can also stress out employees, who have been brought on precisely so you don’t have to make each and every decision. Luckily, we can take some comfort in knowing that super entrepreneurs like Elon Musk, Steve Jobs, and Bill Gates have all been described as control freaks.

Some entrepreneurs are dickheads who like to use the fact that they are successful business owners as an excuse for being b-holes.

E.G. this dude from, who wrote a LinkedIn post about how him being an entrepreneur is the reason he is a shitty husband.

3) You’re a masochist. As an entrepreneur, you’ve got to love a little pain and a lot of risk. Consider the fact that 75 percent of new startups fail. Only a masochist sets himself up to face those kind of odds, straight out of the gate. And it doesn’t get much better after that, at least not at first. You’ll struggle for money. You’ll work unimaginably long hours. You’ll be lonely, because while everyone else is out partying or watching movies, you’re toiling away … often alone. Serial entrepreneurs—who start and run businesses one after another—could be considered even more masochistic, because they go into each new venture knowing what’s coming.

Your job is completely meaningless to everyone but the most insufferable people on earth.

4) You have a love-hate relationship with money. Entrepreneurs generally fall in love with making money really early in life. A young Warren Buffett, for instance, had a paper route for the Washington Post and made money selling everything from lost golf balls to gum, stamps and magazines—all before he graduated from high school. I got my start washing windows of local businesses and selling snacks on paintball fields when I was still in elementary school.

But, eventually, many entrepreneurs are driven less by money and more by the innate thrill of launching a new venture and the freedom and control that come with it. By the time I reached college, my own attitudes had already started to shift. I was on the path to a law degree and a secure, well-paying job. Instead, I dropped out to start a pizza restaurant because it was more of a challenge and I could do it my way.


5) You’re a black sheep, and maybe even a dropout. Many entrepreneurs describe themselves as not fitting in with the crowd. I definitely felt that way in high school. Lots of notable entrepreneurs have even ended up ditching the traditional education system altogether. Tech titan Bill Gates, billionaires Ted Turner and Li Ka-shing, Richard Branson and McDonald’s founder Ray Kroc are just some examples of widely successful entrepreneurs who all dropped out of high school or college. While it’s not always easy to be the outsider, it’s exactly this quality— seeing things through a different lens from the rest of the world—that can help move society forward and drive innovation.

High school dropouts typically become very wealthy. Everyone knows this.

6) People think you’re crazy. Because entrepreneurs tend to think along different wavelengths, their ambitions can often come across as crazy to friends and family—especially before the vision has been made a reality. Take, for example, Ruth Handler, who created the world’s most iconic plastic doll: Barbie. In the 1950s, Handler was met with doubt and criticism (including from her own husband) for proposing a doll that looked more like an adult than a baby or child. She came up with the notion after seeing her own daughter playing with paper dolls that looked like adults. Handler, of course, went forward with the idea anyway, and the rest is history.

See sign No. 2.

7) You’re somewhat introverted. To lead a business, you need to be super outgoing and salesy, right? Not necessarily. It turns out that roughly four in 10 top executives—including Google CEO and co-founder Larry Page—identify as introverts. Facebook founder Mark Zuckerberg is also a well known introvert. Research suggests that introverts in the workplace foster a better team environment than their extroverted peers. And introverts are also known to be good listeners, a greatly overlooked but essential asset for good leadership. Few of the entrepreneurs I know are loud or assertive, especially not in big groups or meetings.

1 Sign You Are Talking Out Of Your Ass: Your dopey "Signs You Are Secretly A Business Owner" list includes a trait held by only 40% of business owners.