Archive for the ‘curiosities’ Category
7 Questions that Shape Your Art/Work Life
Please Write this Book: The Freelancer’s Attitude Kit
I’m working out new ways to present the freelance life to college writing students. They are interested in this independent life but not clear about all it entails. They wonder: is there more to it than sitting around in your underwear all day?
I’d like to present them with a textbook that answers these seven questions. Because these are seven questions that freelancers and other independents continually ask and occasionally even answer. These questions are useful for anyone trying to figure out the relationships between work, craft, art and employment.
- How do I balance art, craft and economics? Is it even possible? Because there is stuff I want to do that has no audience. There is stuff I’m less interested in that has a larger audience. And there is stuff I can do to pay the bills, which frankly doesn’t engage me much. I feel less fulfilled when I do that third category of stuff. Then again, I feel pretty fulfilled when I cash the check from that third category. Part of the answer has to do with what your time in life allows. Part of the answer has to do with the economic choices you make.
- Is it me or is it you? What does it mean to care for others with my work? Is it possible to use my art or craft or skill to truly look after the needs of another—or perhaps to look after the needs of an organization? One point I’ve made repeatedly to students is that while introspection is one way to sort out who you are—and our creative lore pegs introspection as the main work of writers and artists—there is another way. And that way is finding places and people to work alongside and, well, serve. Sometimes we begin to sort out who we are as we seek to help others. Sometimes our collaborator and our collaborative processes reveal more than we could ever sort when isolated at our desk or easel.

- What unseen forces are at work? I am a copywriter who also believes that God answers prayer. I am a copywriter who is also comfortable with artists who say the universe provides. My point is that the independent person has a better perspective when convinced there is more going on than what they can muster on their own. For example: every client I called last week said “No.” But then two new calls came in from completely unexpected sources. And these calls said “Yes.” Coincidence? Faith of one kind or another plays a role in this life—especially if a spouse/children/mortgage are part of the picture.
- Where does my ladder lean? Aiming for the approval of your boss is not bad, just limited. Bosses change—and sometimes very quickly. Better to climb toward a larger goal. In corporate life, we climb toward this position or that responsibility. In freelance, we climb toward this kind of project or that kind of project. Freelance does not have titles and offices that automatically designate how important you are. Are you ready for that? Freelance depends on intrinsic motivation—the stuff that bubbles out from inside. In fact—it turns out—that corporate life does too. The intrinsically-motivated colleagues are far and away the happiest, because they do the work out of willingness and mission. Just like freelancers.
- What do I look like, an entrepreneur? In fact you do, if you are someone who sees a need and starts to figure ways to meet that need. One textbook defines entrepreneur this way:
Entrepreneurship is the process of identifying opportunities for which marketable needs exist and assuming the risk of creating an organization to satisfy them.
–Hatten, Timothy S. Small Business Management, Entrepreneurship and Beyond (New York: Houghton Mifflin Company, 2003)
There is risk with the approach: you might fail. It might take a long, long time. This approach requires turning that intrinsic motivation into an engine that chugs along every single day. That can be exhausting, especially when met with a daily chorus of “No.”
- What’s sharing go to do with it? Today artists and writers and crafters and tribe members find each other online. Not exclusively, but frequently. Part of the independent life has to do with finding generous ways to talk about your passion. This is not shilling for work, this is giving away good stuff. Good stuff that people can use. It turns out that clients just might find you this way as well
- What if people knew how weird I was? That’s right, you are strange. Really strange. But everyone is. Freelance capitalizes on weird by you doing what you do in the way you do it. Freelance is the opposite of cookie-cutter. It is niche-building with much of your weirdness intact (not all, people will run from you).
That’s the book I want to use as a text. Some books I’ve read come close.
What questions shape your work life? Tell me if you’ve read this book.
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Image and dumb sketch credit: Kirk Livingston
Colbert: On Flop Sweat and Embracing the Bomb
Man in spotlight laughs with failure
The recent excellent GQ article (By Joel Lovell) on Colbert illuminates the thoughtful wells the comedian will pull from as he starts his late night gig tonight. Is he a moral intellectual? A public thinker? A likeable guy on stage who talks with a knife? Is he a comedian with a charter to entertain?
Yes.
One revealing quote deep in the article shows Colbert’s dance with failure:
…longtime Second City director Jeff Michalski told them that the most important lesson he could pass on to them was this: “You have to learn to love the bomb.”
“It took me a long time to really understand what that meant,” Colbert said. “It wasn’t ‘Don’t worry, you’ll get it next time.’ It wasn’t ‘Laugh it off.’ No, it means what it says. You gotta learn to love when you’re failing.… The embracing of that, the discomfort of failing in front of an audience, leads you to penetrate through the fear that blinds you. Fear is the mind killer.”
What is true for improv and comedy is also true for teaching, business meetings and ordinary conversation. We just might fail. We might fail to connect. We might fail to convince. We might fail to feed the self-image we continually tend, whether that image is macho or hip or knowing or controlled.
I cannot help but wonder if our growing xenophobia—an unfortunate currency in play by many presidential hopefuls—is a response to fear of honest but hard conversations. That kind of conversations that need to happen between us. All of us.
Philosopher turned motorcycle mechanic Matthew B. Crawford’s insightful book The World Beyond Your Head: On becoming an individual in an age of distraction (NY: Farrar, Straus and Giroux, 2015) writes about the role of apprenticeships and (some) graduate programs in helping the newcomer absorb the wisdom and knowledge of the group. Growing understanding happens through didactic methods of course, lecture and the like. But much of what we know arrives as a sort of tacit knowledge—a kind of knowledge that shows up from watching others do a task.
On the way to this and many other connected points, Crawford points out again and again that we need the conversations and the interactions with others in order to understand who we are. We need interactions within our tribe—yes—but we also need the interactions outside our tribe. These can be clarifying interactions: they help us understand what we know and what we believe about the world.
All this to say:
- I look forward to Steven Colbert’s masterful comedy/public thinking.
- I want to grow at hard conversations—even if they gut the self-image I so carefully tend.
- I/we need to embrace the people who are different rather than push them away. They have powerful things to teach us—and that is part of the collective wisdom of our U.S. of A.
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Just Do It—Out Loud (DGtC#31)
But what if I’m a scaredy-cat?
I’m toying with the notion of starting conversations people won’t like. I’ve advocated and agitated for having the difficult conversation:
- Even if I don’t know all the answers,
- Even if I don’t have all my ducks in a row,
- Still, start the conversation.
It’s a faith thing: faith that pressing thoughts into words and sending them clanging out at a conversation partner will have a positive effect. The faith part has to do with hoping we’ll get through it and still have a relationship.
My friend is a hospital chaplain. He and I have talked several times about the sort of sacred space he tries to step into at the bedside of a dying patient and family. It’s typically a quiet space, through deeply-charged with emotion. He comes to listen, he says. Platitudes and easy answers are not part of his game plan.
At these moments, just before the end, all sorts of unsaid stuff gets suddenly said. Confessions. Sorrow. Hopes and dreams. Oddly, even the very most mundane, ordinary things—weather, lighting, parking, “the soup is too salty”—are also said. But these ordinary words have more to do with human connection and presence than transferring information. The words themselves communicate far more than Webster’s dictionary would allow.
“Sometimes people just need to hear themselves talk,” said Dave, the chaplain.
So he listens.
And the process of letting-go unfolds.
You’re Doing it Wrong
Surely we’re doing things wrong if we hold our most important thoughts in stasis until we show up at a loved one’s deathbed. Or until we wake up on our own deathbed. There’s got to be room for saying what’s really on our minds, even if uncomfortable, even if potentially relationship-threatening. I suspect that saying our important stuff out loud is sometimes a work of fierce determination. There are times where we must force those words up the esophagus and out through the lips.
Saying our most important stuff will not happen on Facebook or Twitter. Those spaces are loaded with an image we’ve carefully primped. We are agreeing and agreeable in those places.
No—I want to cultivate those raw conversations. I’m thinking of those conversations that happen after driving 1700 miles together. The conversations that happen at the end of a long evening talking with friends.
Is it possible to bring those kinds of conversations into regular life—even if they make people uncomfortable? Even if it goes against my grain as a people-pleaser? Those are the conversations where growth can happen.
What have you left unsaid today that really needs to be out in the open?
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Image credit: Kirk Livingston
Why we don’t know what we don’t know
“As I was telling Mrs. Kirkistan…”
Our unguarded responses in conversation often point a way forward. It’s just that we don’t realize it until we’ve said it. And even then, it may take us recollecting that statement, in yet another conversation, to an entirely different person.
Example: sometimes I think writing is the stupidest thing to do on earth. This is not my standard line with writing students. But sometimes I swing low, like after I finish a big project and stop to calculate the return on (mental) investment.
Note to self: Never stop to calculate the mental ROI on a writing project. Just keep writing.
I was describing to Mrs. Kirkistan how it is I’ve come to believe writing is the stupidest way to spend your time—bar none. In that conversation, after several (verbal) paragraphs about all the frustrations of writing and why I’ve come to despise it, I found myself defending the process and telling of the delights of writing and what I want to do next.
How did I just travel from one conclusion to another within 90 seconds?
It’s almost like opening a water tap in a long vacant house: you let the water run until it is cold, then you drink. I know with writing you have to write a lot of dreck before you ever get the useful and true stuff. Same with verbal conversations: sometimes we just talk to fill up the space between us. And then sometimes the true thing just spoken—that thing that landed between us—is the very answer to an unasked question.
We unwittingly answer our own question.
But, this: we need to listen so we can hear what we already knew.
Moral: make sure there are some unguarded responses in each day. And listen to those unguarded responses to help sort what you don’t know.
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Image credit: Kirk Livingston







