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The secret most will not confess to about the fear involved in freelancing

(Editorial) Freelancing and entrepreneurialism can be scary, but most tell you the upside and rarely address the pit of fear in the stomachs of freelancers everywhere and how to use it to your advantage.

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Fear and freelancing

I recently spoke on a panel at an event for women in the communication field, and I sat in on the session before mine since I personally knew some of the panelists. One of the final questions was about their insecurities and fear. The first panelist was a well known photographer who said she isn’t wired to experience fear. The next was a creative director for a famous jewelry designer, and she expressed that she does not self doubt, she journals through her feelings. The third was a local reporter I’ve been friends with for years who laughed and said he doubts everything he does at every second, in fact, he had doubts about being on this very panel (in jest).

When I was on stage and we got the same question, I actually stated that I was shocked at the previous panels’ answers (aside from the journalist’s), and laughed as I expressed that I am in a constant state of fear (did I phrase that email well enough? did that story flow properly? is that upcoming event in the right venue? and so on). The other panelists laughed and all instantly agreed.

Why had the last panel expressed fearlessness while the panel I was on was open about their fears? Fear. When one person says they’re fearless, you fear looking weak by being honest, so you instinctively preserve your standing in the community and share that you’re fearless as well.

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And that brings us to freelancing and entrepreneurialism. A few years ago, we published a piece outlining the 10 advantages and disadvantages of becoming a freelancer, and the advice stands for most entrepreneurs as well. We noted that the advantages include flexible work hours, control over jobs and clients, being able to work wherever you want, you’re the boss, and you keep the profits. On the downside, work is not necessarily steady, there’s a lot of legwork, professional time bleeds into personal time, there may not be benefits, and you don’t always get paid.

It’s all sound advice, but there’s a dark secret in the pit of many freelancers’ stomachs, and that is a fear not quite outlined in the list above, but touched on at the aforementioned conference. Before quitting your day job, I’ll tell you that secret, because no one else is going to.

Every day as a freelancer is fueled by that pit of fear in your stomach

It isn’t always consuming, and you don’t always experience it in the form of nail biting or anxiety, but it’s always there and never goes away. As a freelancer, you wear many hats, and as an entrepreneur, you often do as well. Mentioning the advantages and disadvantages is accurate and helpful, but mentioning in passing that you’re the boss and in control doesn’t quite relay the fact that the eternal pipeline cycle is terrifying. You market to get clients, then get busy with the clients and need more hours in the day to keep marketing to get your next clients, but your project ends, and you ran out of time for sales to land that next client. You wear all of the hats.

Tommy Landry, Founder at ReturnOnNow said that becoming a freelancer is “all based on your ability to take on new work, build relationships, and outsource intelligently for the tactical stuff. While the risk of financial downside is definitely there, it’s worth it to avoid capping your income with a “salary plus bonus” structure, where an employer gets to choose if you make more money or not.”

So the dirty secret no one will tell you is that freelancers and most entrepreneurs feel a pit of fear in their stomachs every day about the future, about what they’re doing in that moment, and about their past moves. So what do the most successful do with that fear? They acknowledge it, they embrace it, they become disciplined by it, and they are fueled by it rather than consumed by it.

If you’re not questioning any of your moves, you’re either stagnant and not making any moves, you’re crippled by the fear, or you’re oblivious to the fact that you’re in charge, and every move you make impacts your company’s future, down to the last email you sent.

Lani is the Chief Operating Officer at The American Genius and has been named in the Inman 100 Most Influential Real Estate Leaders several times, co-authored a book, co-founded BASHH and Austin Digital Jobs, and is a seasoned business writer and editorialist with a penchant for the irreverent.

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3 Comments

3 Comments

  1. Fran Stephenson

    November 12, 2014 at 1:05 pm

    Yes! The trick as a freelancer is let the fear fuel positive action and not feed negative paralysis.

  2. Gail

    November 14, 2014 at 7:58 am

    I have been a freelancer in marketing for more years than I care to remember. Throughout that time the fear in the pit of my stomach has been ever present. The constant marketing and the increased competition finally led me to pursue another path – real estate – which has increased my fear 100 fold. Perhaps it is the fear that motivates me.

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Opinion Editorials

3 things to do if you *really* want to be an ally to women in tech

(EDITORIAL) Diversity is known to strengthen the overall performance of a company and its teams, and there are a number of ways you can be an ally to the talented women already on your workforce.

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More and more women are leaving their positions with tech companies, citing lack of opportunity for advancement, wage gaps and even hostile working conditions as some of the reasons why.

What’s better for the tech industry and its employees than cultivating inclusive and diverse departments? Diversity is known to strengthen the overall performance of a company and its teams, and there are a number of ways you can be an ally to the talented women already on your workforce. To name a few:

1. Be open to listening to different perspectives.

It can be awkward to hear so many reports of workplace politics stacking against women, especially if you’re not a woman!

Instead of getting uncomfortable or defensive – ask open ended questions and be interested in a perspective that isn’t yours and may be unfamiliar.

Don’t seek to rationalize or explain the experiences you’re hearing about, as that can come off as condescending. It’s common for women to be interrupted or spoken over in team gatherings. If you notice this happening, bring the conversation back to where the interruption began. Offering your ear and counting yourself as responsible for making space will improve the overall quality of communication in your company.

Listening to and validating what women have to say about the quality of their employment with a company is an important step in the right direction.

Expressing something as simple as “I was interested in what you had to say – could you elaborate on your thought?” can help.

2. Develop an Employee Resource Group (ERG) program.

An ERG is a volunteer-based, employee-led group that acts as a resource for a particular group of employees. An ERG can help to foster inclusiveness through discussion, team-building activities and events. It’s common for a department to have only one or two women on the roster.

This can mean that the day to day feels disconnected from concerns commonly shared by women. disjointed it might feel to be on a high performing team, without access to relatable conversations.

3. Be responsible for your company’s culture.

Chances are, your company already has some amazing cultural values in place. That said, how often are you checking your own performance and your co-workers performances against those high standards? Strong company culture and values sound great, but whether or not they’re adhered to can make or break the mood of a work environment.

Many women say they’ve experienced extremely damaging and toxic cultural environments, which lead to hostility, frustration, and even harassment. Take action when you see the new woman uncomfortable with being hit on at team drinks.

Call out those who make unfriendly and uncouth comments about how women perform, look, or behave.

Setting a personal threshold for these kinds of microaggressions can help you lead by example, and will help build a trustworthy allyship.

(This article was first published here in November, 2016.)

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Opinion Editorials

Serial procrastinator? Your issue isn’t time management

(EDITORIAL) Need a hack for your time management? Try focusing on your energy management.

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Your author has a confession to make; as a “type B” personality who has always struggled with procrastination, I am endlessly fascinated by the topic of productivity and “hacking your time.”

I’ve tried most of the tricks you’ve read about, with varying degrees of success.

Recently, publishers like BBC have begun to approach productivity from a different perspective; rather than packing days full of to-do items as a way to maximize time, the key is to maximize your mental energy through a different brand of time management.

So, why doesn’t time management work?

For starters, not all work time is quality time by nature. According to a study published at ScienceDirect, your average worker is interrupted 87 times a day on the job. For an 8-hour day, that’s almost 11 times per hour. No wonder it’s so hard to stay focused!

Second, time management implies a need to fill time in order to maximize it.

It’s the difference between “being busy” and “being productive.”

It also doesn’t impress your boss; a Boston University study concluded that “managers could not tell the difference between employees who actually worked 80 hours a week and those who just pretended to.” By contrast, managing your energy lets you maximize your time based on how it fits with your mental state.

Now, how do you manage your energy?

First, understand and protect the time that should actually go into deep, focused work. Studies continually show that just a few hours of focused worked yield the greatest results; try to put in longer hours behind that, and you’ll see diminishing returns. There’s a couple ways you can accomplish this.

You can block off time in your day dedicated to focused work, and guard the time as if it were a meeting. You could also physically retreat to a private space in order to work on a task.

Building in flexibility is another key to managing your energy. The BBC article references a 1980s study that divided students into two groups; one group planned out monthly goals, while the other group planned out daily goals and activities. The study found the monthly planners accomplished more of their goals, because the students focusing on detailed daily plans often found them foiled by the unexpected.

Moral of the story?

Don’t lock in your schedule too tightly; leave space for the unexpected.

Finally, you should consider making time for rest, a fact reiterated often by the BBC article. You’ve probably heard the advice before that taking 17 minute breaks for every 52 minutes worked is important, and studies continue to show that it is. However, rest also includes taking the time to turn your brain off of work mode entirely.

The BBC article quotes associated professor of psychiatry Srini Pillay as saying that, “[people] need to use both the focus ad unfocus circuits in the brain,” in order to be fully productive. High achievers like Serena Williams, Warren Buffet and Bill Gates build this into their mentality and their practice.

Embracing rest and unfocused thinking may be key to “embracing the slumps,” as the BBC article puts it.

In conclusion, by leaving some flexibility in your schedule and listening to your body and mind, you can better tailor your day to your mental state and match your brainpower to the appropriate task. As someone who is tempted to keep a busy to-do list myself, I am excited to reevaluate and improve my own approach. Maybe you should revisit your own systems as well.

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Opinion Editorials

How the Bullet Journal method has been hijacked and twisted

(EDITORIAL) I’m a big fan of the Bullet Journal method, but sticker-loving tweens have hijacked the movement. Worry not, I’m still using black and white bullet points with work tasks (not “pet cat,” or “smile more”).

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It’s taken me some time to come around to the Bullet Journal method, because it took me some time to fully understand it (I have a tendency to overthink simplicity). Now that I understand the use, I find it very beneficial for my life and my appreciation for pen-to-paper.

In short, it’s a quick and simple system for organization tasks and staying focused with everything you have going on. All you need to employ this method is a journal with graph or dotted paper, and a pen. Easy.

However, there seems to be this odd truth that: we find ways to simplify complicated things, and we find ways to complicate simple things. The latter is exactly what’s happened with the Bullet Journal method, thanks to creative people who show the rest of us up.

To understand what I’m talking about, open up Instagram (or Pinterest, or even Google) and just search “bullet journal.” You’ll soon find post after post of frilly, sticker-filled, calligraphy-laden journal pages.

The simple method of writing down bullets of tasks has been hijacked to become a competitive art form.

Don’t get me wrong, I like looking at this stuff because I dig the creativity. But, do I have time to do that myself? No! For honesty’s sake, I’ve tried just for fun and it takes too much damn time.

With this is mind, this new-found method of Bullet Journaling as an art is something that: a) defeats the purpose of accomplishing tasks quickly as you’re setting yourself back with the nifty art, and b) entrepreneurs, freelancers, executives, or anyone busy would not have time for.

Most of these people posting artistic Bullet Journal pages on Instagram are younger and have more time on their hands (and if you want to spend your time doing that, do you, man).

But, it goes against the simplistic method of Bullet Journaling. The intent of the method.

And, beneath the washi tape, stickers, and different colored pens, usually lies a list of: put away laundry, feed cat, post on Insta. So, this is being done more for the sake of art than for employing the method.

Again, I’m all for art and for people following their passions and creativities, but it stands to reason that this should be something separate from the concept of Bullet Journaling, as it has become a caricature of the original method.

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