Side Hustle and Freelance Writing for Extra Income: The Art of the Cold E-mail

We understand that landing that flexible job is a big step in achieving the lifestyle you want. And writing that cold e-mail is the hardest part of getting a job. Here is some tried and tested advice as well as a trusted template to help you conquer that cold e-mail writer’s block and nav. that job so you can
I’ll never forget the first time I saw my byline.
I had been working in sales at a publishing company in Washington, D.C. It was my first job out of college and I was eager to learn and grow (AKA make a ton of mistakes). One day after a rough cold call, I befriended a fellow employee in the shared company kitchen. After bonding over our love for the television series “Shameless,” she suggested I pitch her a story about the show. Moments later, I learned my new friend was The Atlantic’s entertainment editor.
I had never considered writing as a career or even a hobby, but I always knew I had a knack for it. Perhaps I overcompensated because of my first name, but my high school and college English classes were my favorite and where I earned my highest grades. At work, I wrote conversational, well-structured, and typo-free cold emails with ease.
Rather than creating prospect lists, I daydreamed about working for Anna Wintour or winning a Pulitzer for the rest of the day. Later that evening, I nervously contemplated whether or not to send the editor my ideas. Finally, I realized that if I was capable of cold emailing someone, there was no reason I couldn’t email a woman with a mutual interest. After all, I was used to rejection, whether it be an unanswered email or hang up. Nothing worse could happen.
After pressing “send,” she replied a few hours later with her thoughts, a two-week deadline, and advice on how to actually pitch an editor. But the day my article was due, I emailed her asking for another two weeks. (What was my 22-year-old self thinking?) Finally, after five rounds of revisions, my first article was published in February 2012.
Fast forward seven years later
I’m now a full-time freelance writer. Though I’m now better at managing deadlines, some things haven’t changed. As a small business owner, I spend a large amount of my time prospecting and selling clients. I firmly believe the two years I spent boldly drafting emails to individuals I had never met (but relentlessly Internet-stalked to procure their contact information) is now my edge as a freelance writer and entrepreneur. It’s allowed me to successfully grow my business and make a living doing what I love.
I spend at least two mornings per week prospecting and sending cold emails to publications in hopes of writing for them. During the week, I add names of brands I hear about or admire to a “Prospecting” Excel spreadsheet. On “Prospecting Mornings,” as I like to call them, I track down and add the name and contact information for the publication’s editor or content manager on LinkedIn. Alternatively, I’ll find a general information, careers, or pitches email address on the company’s website.
Try this template out for yourself 
Once I have this necessary information, I plug it into the following cold email template:

Hi [ Editor Name or there ],
I hope this finds you well! My name is [ Name ] and I’m a freelance writer living in [ City ]. I’m a huge fan of the content on [ Publication Name ]. I especially enjoyed the recently published articles on [ Topic Name ] and [ Topic Name ].
I’ve been a contributor at [ Client Name ], [ Client Name ], [ Client Name ], and other publications for the past [ Length of Experience ]. I’d love to discuss writing opportunities at [ Publication Name ] with you. Below you’ll find a few published writing samples as well as a pitch for [ Publication Name ].
Published Work:
[ Hyperlinked Article Title ], [ Publication Name ]
[ Hyperlinked Article Title ], [ Publication Name ]
[ Hyperlinked Article Title ], [ Publication Name ]
Thank you for taking the time to read! I hope to hear from you soon and look forward to remaining a loyal reader of [ Publication Name ].
Warmly,
[ Name ]
Over the course of a morning, I send about 30 of these cold emails. I’ll often change the client names and links to my published work to showcase that I have experience within a certain industry or vertical, like health or nutrition. I reuse this template over and over again for every cold email, carefully making sure I remove and replace names and publications for accuracy. (Once I accidentally sent an email to a publication but pressed “send” before proofreading. I used another publication’s name in the email. Needless to say, I didn’t hear anything back.)
The best part? It actually works 
The past two weeks, I’ve tracked my success with this template. I’ve sent out approximately 70 emails. I received a response from 21 and already have assignments from six. I also wouldn’t be surprised if I get responses and assignments from others over the course of the next week.
It’s funny when things in life come full circle. I couldn’t imagine still working in sales. In some ways, a career as a salesperson and writer are completely different. But after all, my 22-year-old self and 29-year-old self are also completely different. Despite this, I rely on many of the techniques I learned as a salesperson, like prospecting and cold emailing, to be a successful freelance writer.

Of course, a chance encounter and serendipitous shared love of “Shameless” helped a bit, too.

We’re changing the narrative around money but change can’t happen with a one-sided conversation. That’s why we’re excited to bring different voices and experts to share their wisdom. Send us an email and let us know what you think. And remember the nav.it money app offers you free tools for checking in and managing your money moves.

You can download it at Google Play and the Apple Store.

More Stories
Best Ways to Use a Credit Card

Discover more from Nav.it Blog

Subscribe now to keep reading and get access to the full archive.

Continue reading