Of late, I’ve really begun to feel like navigating the freelance life is a lot like dating. You know, serial dating without wanting to commit? I want to aim for the best on my wishlist, I want to associate with the names I admire and am attracted to, I want to have the freedom to write and say the things I want to that give me satisfaction, and I want to do it all with just the right outcome of contentment. Basically, I’m playing the field. Wanting all the best ass, being extremely picky, choosing only the best of the crop of men out there watching and looking for traits that excite me enough to just dip into, taking a little bit of this and a little bit of that from multiple sources, relationship testing, if you will. And yet, I want every experience to be wholly uplifting, without the pressure to commit to something long term. I want in, but only as much as is exciting and beneficial for me. And then I want out, and I want the freedom to flit to the next thing, whatever else rocks my boat.
The reluctance to drop roots and get into a long term entanglement is in part caused by the aversion to the ups and downs of the typical relationship curve. The tedium of the entire exercise, learned habits, the forced behaviour patterns, the expected stereotypical acts that beget those expected outcomes, the whole tired song and dance of getting to know one another and settle into something that fits. Only to be inevitably disappointed when the inevitable crash happens — the display of an unsavoury habit, a terrible attitude that shows when you’re least anticipating it, good old boredom. Basically all the things that tend to come into the light once the thrill of the chase has ended and reality kicks in.
You know what else playing the field and freelance writing have in common? The fear of rejection. In good measure. Debilitating enough to make you not even want to attempt a pitch or story, for fear of having it rejected or not find a home. Of late, though, it’s really begun to feel like I’m more turned on by the thrill of the chase. I get such a high from turning stray thoughts into potential ideas. Playing the field, basically. And it’s oddly satisfying. I’ve realised it’s so much easier to operate this way, without having to engage long term in an in-your-face sort of way. So much easier to flit in and out of little interactions over shorter spans of time, just until the deed is done and each of us gets what we want from it. This way we’re also mostly just exposed to the pleasant bits, and the minute the inevitable disappointment strikes. Want me to write on spec? Want me to write for exposure? Want me to write on a ridiculously short timeline? Want me to source pictures for no extra cost? Want me to believe you’re too busy to answer even when you’re opening my emails every day? Bye Felipe! There’s always the lesson learned and you segue swiftly on to the next thing.
You know the other by product of the thrill of the chase? The ones that have positive outcomes. You grow your ladybits large enough to be brave, you put yourself out there, you even do that dreaded networking thing and roam the marketplace, you indulge in some sales-ey tactics you always thought you’d never have to resort to. You’re relentless, determined and persistent. You work hard, focus on your target. And suddenly, you strike. Lasso around the one you really, really want. You’re ecstatic. Your heart racing, palms sweaty, face flushed. Could this be the start of a heady new something? All those familiar feelings of the first time rush in.
And then, you freeze. Suddenly, all you can think is dafuq did I just do? Now I actually have to date this guy. I mean write this damn story. Suddenly you feel like the most incapable person. Your worst inadequacies and insecurities rise to the surface and you’re convinced you’re the world’s most incompetent person for the job. Every now and then, despite all the good, positive and altogether encouraging developments my work life have shown me, I arrive at the crossroads of what-the-fuck-am-I-even-doing-here, also known as the junction where self-doubt meets extreme procrastination.
Today’s procrastination involved introspection to understand what kind of a writer it makes me if I suddenly don’t find the ability to write the stories I claim I so badly want to write, immediately after someone gives me the green signal to go forth and conquer. I haven’t really ever played the field in my years dating. The one time I came close, I chickened out very early on into the game, leading me to believe I’m made for the simple, straight and narrow. Could it be that this is that hitherto unexplored side of me finding an outlet.
When I think about how I arrived on this life of writing that I now have, I feel incredibly privileged. Privileged to be able to scratch the writing itch, to quit a full time job and be able to sit at home pursuing this slowly and steadily at my pace, experiencing no immediate fall outs to the quality of my life. Reading this incredibly eye-opening piece about the almost unbearable, but very real, privilege (and struggle) of doing what you love, I realised once again that I am in such a small, astoundingly privileged minority to be here today.
After a day of struggling to get myself going, to finish all the pieces I started at the beginning of this week, to avoid picking up yet another distraction to keep me from getting down to it, in a whatsapp exchange with M today, I caught myself saying “It’s nice. I’m finally close to where I want to be.”
Where is that, she asked.
“Writing for the most part of any given day,” came my answer, without so much as a seconds thought.
It’s true. Despite the debilitating self doubt, the weight of feeling horribly lucky and undeserving in equal measure, the incredibly high highs and the very low lows, the loneliness of working from home, the days of fumbling around in the dark knowing not what the fuck to do, the Herculean efforts to get up and get going with nobody to answer to, I’m incredibly happy to be here. Playing the field, serial dating, flirting with my inability to commit to a full time gig.
Same time, last year: Day 40: Begin again