Freelance Friday: Pitching & Procrastinating

Q. What are the basics of pitching stories?

A. A pitch is the written equivalent of an audition. It’s you demonstrating not only that you have a great idea for a story, but also that you’re the right person to execute it, at this particular time, for this particular publication.

Pitching was one of the things that intimidated me most when I started journalism school, because it seemed like a code I had to crack. I felt that if I didn’t know the language of pitching, I’d never be able to “make it” as a writer, even if my skills were otherwise solid. This is somewhat true – actors who suck at auditioning don’t book many gigs, even if they’re fabulous once you get ’em on stage or on camera, you know? – but pitching isn’t as difficult as I once believed it was.

Here’s the basic formula. Look up the editor you want to pitch to (I usually sleuth out “sex & relationships” editors, since that’s my niche, but it depends on the piece and the publication) in the outlet’s masthead. (Or, alternatively, reach out to a writer friend who’s worked with that publication before and ask if they’d mind sharing their editor’s contact info.) Check to see if the pub has specific parameters for pitching, and read those carefully. If not, write “PITCH:” in the subject line of your email, followed by a brief headline/title for your idea.

Address the editor by name, if at all possible. Write a quick introduction like, “I’m writing because I have an idea for a story I think would be right up your alley.” Explain your story idea in 2-3 paragraphs. Lay out the main points you’ll make, and how you’ll support them – including anyone you plan to interview for the story. Connect your story to the publication’s particular audience – make it easy for the editor to understand why your story is a good fit for them, specifically. If you can, tie the story to a “news hook” that makes it current (e.g. “I want to write about fisting because International Fisting Day is coming up”). Specify what type of piece you’re hoping to write (news brief? personal essay? longform feature?) and what you estimate the word count might be (although an editor might just tell you the word count they want).

Some publications want you to have already done lots of research by the time you get to the pitching stage, while some are content if you just indicate what research you intend to do if your pitch is accepted. However, it never hurts to do at least a little research in advance, to prove you have access to sources and an understanding of the subject matter. You could, for example, dig up some statistics that prove your central point, interview someone who attended an event you’re reporting on, or reference some other writing that’s been done on the topic you’re tackling (so long as you explain why your story will be different!).

In your last paragraph, give a little context about yourself: explain who you are, what you do, what your credentials are (including a few past publications, if applicable), and why you’re the person to write this story. (Do you have firsthand experience with the subject matter? Are you well-connected with relevant sources? Are you an expert on the subject?) Finish with a nice conclusion (as per advice from Alana Massey, I like “If you’re interested in moving forward with this, let me know your thoughts in terms of angle, deadline, rate, and word count”) and a polite and professional sign-off. (I always include my portfolio URL under my name so editors can check out the rest of my work if they are so inclined.)

While you’re bound to get rejected a fair bit, good pitch skills can take you a long way. Once you get a pitch accepted, it’s just a matter of proving you can actually follow through on researching and writing the piece you’ve pitched!

Q. How do you avoid procrastination? What keeps you so highly motivated?

A. I’m often asked how I manage to crank out 2 to 3 posts a week so consistently. I think the answer is: a blend of caffeine, mental illness, organization, and love.

Let me explain what I mean by each component of that recipe. Love is easy: I have a deep, unending zeal for writing – and writing about sex in particular – that is the core fuel of what I do. Other factors in my life (like the aforementioned mental illness) sometimes obscure my passion for periods of time, but it’s always there, waiting to be rediscovered. If I ever find myself resenting my blog workload or just not feeling as thrilled about it as I normally would be, I know I’m burned out and need to refuel my creative engine. Often I can do that by just taking a few days off from writing (if possible), reading the work of writers I admire (in my genre or not), and then pursuing whatever topics genuinely tug at my curious heart at the time. (Erotic massages? Sex work law? Gloryholes?)

Mental illness is a tricky one. It’s my go-to jokey answer when anyone asks me how I stay so productive – “I’m mentally ill!” I’ll quip with a grin – and that’s an oversimplification but it’s also true. I have bipolar type 2 and my bouts of hypomania are often accompanied by boundless fascination with particular topics or people, more frequent strokes of brilliance, and more energy with which to transform those idea-flashes into fleshed-out pieces. My mental illnesses are a burden but they’re also my superpower. Many times, when Depressed Me was too foggy and forlorn to write a blog post, I’ve said a silent prayer of gratitude for Hypomanic Me and her hours of tireless work: I can often publish a blog post I wrote while manic to fill time while I’m too depressed to write.

That’s where organization comes in: I rely on infrastructure I’ve set up to keep my blog running smoothly, even in times of emotional turmoil. I use the Editorial Calendar plugin to keep all my posts visually organized and scheduled. When I receive a new toy to review, I create a draft of my forthcoming review and add to it whenever I have a relevant thought. When I think of a great idea for a blog post, I make a draft for it and make detailed notes so I can write it later. I work in advance on my regular features, like my Monthly Faves and link round-ups, a little at a time, so the work rarely piles up too much. I keep lists in Evernote and my phone’s Notes app of posts I’d like to write, so I’m never stuck for ideas. Basically, I put in a little work here and there to steadily reduce all the writing-related stressors I can, to make space for myself to actually write.

And when all of that fails me? There’s always caffeine. I get my ass to a coffee shop, order something tall and peppy, sit down with my laptop, and wait for the artificial energy to hit.

Got questions about freelance writing, blogging, or any of my other sexy-scribe activities? Email them to me, or comment below, and I’ll try to tackle ’em here!

The Bipolar Blogger: Productivity Tips From a Manic Mess

“I have cyclothymia,” a friend casually mentioned over dinner, halfway through an anecdote about his therapist. “It’s sort of like a milder form of bipolar disorder. I have mild manic phases and mild depressions but nothing too serious.”

It would be a cliché to say a lightbulb went off for me, or alarm bells sounded in my head, but both of those well-trod metaphors feel entirely true. I had a ping of recognition. A sudden, crystalline revelation: That is what I have. That is why I’m like this.

I didn’t quiz my friend for additional details, but in a therapist’s office a few months later, I dropped the word on the table between us like it was a treat I’d brought him. Cyclothymia. We examined it, talked about it. I explained how my storied life had been punctuated with depressive spells, yes, but also episodes of unpredictable juicy joy. When previous therapists witnessed my gleeful, giggly monologues, they’d often say, “Is it possible you’re having a manic episode right now?” and I’d always laugh it off. This isn’t a mental disorder, I’d think, about those hyper-productive, ecstatic interludes. This is just my personality. I’m a happy, positive person.

In the years since then, though – and in the wake of two recent therapists who can’t agree on whether I have cyclothymia or bipolar affective disorder, type 2 – I’ve come to accept that these ups and downs are part of my personality and are also a mental illness.They’re a part of me, and I try to honor them more than hate them. They make my life harder, my emotions wilder, and my art better.

Blogging and journalism, my main vocations, appeal to me in part because they’re compatible with my mental illnesses. As an independent freelancer, I can set my own schedule, and arrange my obligations according to where my head’s at. Of course, sometimes a deadline unavoidably lines up with a depressive spell, but I do my best to avoid snafus like this. Below are some productivity tricks I’ve picked up from nearly five years of blogging while bipolar… for better or for worse.

Drink up from the rain, as Nellie McKay would say (or “catch water while it’s raining,” like my friend Brent says). When I’m manic*, I often want to work for 10-12 hours at a time, writing blog posts/sending emails/pitching stories/cleaning my room/whatever – and while that’s a long stretch to put my body and mind through, usually manic-me can handle it without complaint. So as long as I’ve still got the energy and desire to continue, I usually do. Might as well.

*I’m using the words “manic/mania” interchangeably with “hypomanic/hypomania” in this article for brevity’s sake, even though technically my mental illnesses are mild enough that my hypomania never crosses into full-blown mania. More on this distinction here.

Queue stuff in advance. After a manic episode, I’ll typically have more content than I know what to do with: two or three days of hypomania can easily yield five or six blog posts for me. While mania can imbue you with an urgent need to get your work in front of readers’ eyes ASAP because it’s all so damn exciting, it’s smarter to rein yourself in and queue up some of that content for the days, weeks or months to come.

I publish new posts on this blog twice a week, and that steady schedule is super helpful to my bipolar brain. I use the WordPress Editorial Calendar plugin to map out my future content. I’ll slot in two posts a week, and rearrange them so there’s enough variation in subject matter and format from week to week. A hypomanic episode can inspire enough content to last me for weeks, so that if a depressive spell comes on, I’ll be able to take a break from working without interrupting my regular blog schedule.

Batch-process tasks. This is a term and concept I learned from the Blogcademy. The idea is that you get more done if you group similar types of tasks together. So, instead of writing one blog post at a time, then shooting photos for it, then queuing tweets to promote it, I might write 2-3 blog posts at a time, or shoot photos for several posts in one session, or spend a whole afternoon queuing tweets for upcoming posts.

This principle is compatible with my bipolar brain. When I’m manic, it can be hard to pry my attention away from the task at hand – so if I’m writing rabidly, I might as well brew another cup of tea and write another post, and another, until I run out of steam. Batch-processing is easier when I’m depressed, too: it takes a lot of mental energy to switch from one task to another, so if I can muster enough strength to take out my camera and set up a photo, it won’t be too hard to set up another photo afterward. It’s a simple principle and it works!

Have start-of-day and end-of-day rituals. While my writerly rituals are pretty much always the same, they feel like uplifting self-care practices when I’m depressed and calming, grounding rituals when I’m manic. In the morning, I make a cup of tea and drink it while sitting in front of my SAD lamp and catching up on my emails and tweets. Once I’m feeling awake and ready to start my workday, I make a list of 3-6 things I need to get done that day, and start on the one that feels most pressing and/or most fun. This helps me ease into the day feeling nourished and purposeful.

My end-of-day rituals aren’t as solidified yet; maybe if they were, I’d spend fewer manic days hunched over my laptop for twelve hours. But when I’ve been working for way too long and need to force myself to take a break, I’ll often smoke some weed (the resulting blurry brain makes further work unlikely), take a hot bath, crawl into bed with an engrossing book, or settle in for a luxurious masturbation sesh. Admittedly, sometimes my manic workaholic ass ends up in front of my laptop again before the night’s out, but I mostly try to respect these arbitrary boundaries I set for myself. In a perfect world, I’d have evening plans with friends or beaux most weeknights, as those would make it compulsory for me to step away from my computer and back into the world.

Keep a filing system for unused ideas. When I’m manic, I have ideas galore – so many ideas that I couldn’t possibly make them all into fully-fledged blog posts right away, though I may want to. The important thing is to make a note of all those great ideas, and to do it in a way which maintains the juiciness those ideas held when you first thought of them. If a blog post comes to you in a flash, don’t just jot down the title and expect yourself to remember the rest; include details, examples, sample sentences, so your note will retain the fire extant in that white-hot idea.

My massive backlog of yet-unused post ideas helps me both when I’m up and when I’m down. Manic Kate might feel brilliant in an unfortunately unfocused way, unsure what to do with all that raw energy pulsing through her brain – in which case she can glance at a list of old ideas and instantly have specific new assignments to work on. Depressed Kate, meanwhile, might be on deadline for an article but lack the clarity and chutzpah to even think of a topic – in which case she can pull out her notebook of old concepts and choose whichever one feels doable.

I jot down ideas in notebooks, the Notes app on my phone, or scraps of paper on my desk. When Manic Kate gets excited about hyper-organization, I use that impulse to methodically transfer all my idea-notes to a central repository in Evernote.

Work on what feels doable and/or exciting. I find my hypomania is best harnessed if I write the thing I’m most excited to write, which is often different from what I’m “supposed to” be working on. The blog posts of mine that have gotten the best response from readers – like Blowjob-Friendly Lipsticks For Every Budget and You’re Vanilla, I’m Not, But I Love You – were brought into the world in obsessive flights of mania. The manic energy with which they are imbued is probably what made them so good.

For similar reasons, if I try to write something light and peppy while I’m depressed, either it’ll come out lacklustre or I just won’t be able to do it. So when I’m feeling that way, I try to view it as an opportunity to work on boring, mechanical tasks – answering emails, organizing my editorial calendar, putting affiliate links into post drafts, sending out interview requests, and so on. Or sometimes I’ll wade into my sadness and write something heavy and emotional, if I can muster the energy.

Know how chemical stimulants affect your body and brain. Sometimes when I’m manic, I’m tempted to drink tons of coffee, because it helps me ride the wave of mania and get even more done than I ordinarily would – or so I think. In reality, the combo of coffee + mania often sends me off the rails into unfocused zippiness that makes it hard to actually get anything done. Similarly, if I drink alcohol while depressed, it usually just depresses me further.

But sometimes, boozin’ while manic can slow me down just enough to enable good writing (I wrote Nude, Lewd, Screwed, & Tattooed while quaffing white wine at my kitchen table), while caffeine can sometimes counteract the physical heaviness of my depression so I can get work done. I also find weed helpful in both states – it can cheer me up when I’m sad and calm me down when I’m manic – but I don’t have much follow-through once I’m high, so it’s not a productivity booster for me (with the exception of CBD-heavy strains).

Take care of your physical health. When I’m manic, I’m at risk for eye strain and back pain, because I end up spending all day in front of my computer, pounding out blog posts. There are apps and tools which can remind you to take a break every so often, and I’d do well to use ’em! I’d also like to implement a system wherein I’ll keep a post-it note somewhere on my workspace that says “How are you feeling right now?” to remind me to notice my body. If I’m manic and get hungry, thirsty, achy, or burned out, I might not always notice until I take a moment to specifically assess how my body is feeling. And then I can make self-care decisions accordingly.

I also try to keep ingredients in the house that are easy for me to throw together into meals, because both depression and mania can sap me of my desire to cook and eat. And when I do take meal breaks, I try to make them actual breaks: I’m not allowed to work while I eat, and I’ll typically put on a funny video or podcast to give my brain a brief vacation.

Fellow folks who deal with bipolar disorder, depression, and/or (hypo)mania: what are your productivity tips ‘n’ tricks?