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Quick chat with Lindy Alexander

You’re a highly successful freelancer. What do you love about what you do?

Everything! I adore how I get to determine my own schedule and the direction my career takes. There’s so much variety in the work I do, so I’m never bored. I love the diversity of working with corporate clients as well as writing feature articles for magazines and newspapers, not to mention running online courses for aspiring and established freelance writers.  

What have been the highlights of your career so far?

When I was starting out as a freelance writer, writing for publications like Sunday Life was a dream, but when it happened (and I became a regular contributor to that magazine), I couldn’t believe my luck.

Another highlight was when I broke into travel writing and started getting invited on trips (both by public relations professionals and by editors). There’s nothing quite like seeing an email with the subject line: “European trip. Interested?” in your inbox. 

I adore how I get to determine my own schedule and the direction my career takes – and the diversity of working with corporate clients as well as writing features for magazines and newspapers

I’ve been lucky enough to have incredible experiences – like travelling through the Canadian Rockies on the iconic Rocky Mountaineer, learning to cook traditional dishes with a renowned chef in Estonia, running into the Baltic Sea after a blistering sauna in Finland and having a Buddhist monk in Chiang Mai teach me how to meditate. 

And In 2020 I won the Australian Society of Travel Writers’ award for best food writing and I remember thinking, “I could die happy now!”

Starting my blog, The Freelancer’s Year has changed my life and is a huge highlight. I started it in 2017 to document my first year of full time freelance writing and it’s grown into the most incredible business where I get to help, encourage and support fellow freelance writers on their own ‘journey’ – whether that’s earning more money by landing great content clients or breaking into feature writing or travel writing.

Every day I’m grateful for the lovely people who read my newsletter and who participate in my courses and communities.

What skills do you think are the most important for freelancers to acquire?

I think there are really important soft skills like communication (obviously!), connecting with people/relationship building, curiosity and empathy. They go a really long way when you’re a freelance writer. From a practical perspective, if you can manage your time efficiently, file clean copy on time and be reliable, then editors and clients will love you. It sounds so simple doesn’t it? (It often is!)  

Why do you think the Summit is important for freelancers?

There’s nothing like being exposed to new ideas from speakers and presenters – it’s a chance to get motivated and inspired. And then there’s the opportunity to meet fellow freelancers and because so many of us work from home or work independently, these writers are all our colleagues. And there’s something about events like the Summit that make it so easy for freelancers to make connections with others and immediately feel at ease. I feel like the freelance community has been crying out for an event like this – I can’t wait!

Why is the Summit important for freelancers? There’s nothing like being exposed to new ideas, get motivated and inspired. I feel like the freelance community has been crying out for an event like this

The conference theme is all about futureproofing your career. What steps are you taking to futureproof your own?

I think there are more opportunities than ever before to earn great money as a freelance writer, but the tricky thing is knowing which avenues to pursue and which ones will best future proof your career. For me, I’ve been watching all the conversations around AI very closely and have been connecting with all kinds of creatives (not just writers) about AI, because I don’t think it’s just going to impact our industry, but all of them. 

One of the great things about running Write Earn Thrive (my course + community for freelance writers who want to earn more money working with clients they love) is that I regularly run masterclasses for the community, so I’m constantly learning about everything from UX copywriting (from fellow Summit presenter Susan Reoch) and white papers to learning how to add tech to your areas of speciality.

You have now launched a few courses for aspiring and established freelancers. What do you enjoy about this new career direction?  

I can’t tell you how fulfilling it is to help writers (both aspiring and established) hit their goals – whether that’s landing their first highly paid content gig; hitting $100k in annual income or sending off their first pitch to an editor. I celebrate their wins as if they are my own – honestly!

It’s also another income stream for me and I love that I get to exercise my creativity and create resources that I think will really help freelance writers. 

What are your thoughts on AI / ChatGPT?

I tend to oscillate! I have seen how useful it can be (with the right prompts, it’s such a powerful tool) but I also am heeding the warnings of caution from people who are much more in the know than me about how with good comes the bad, and how mindful we need to be in how we use AI technologies. 

I’m playing around with ChatGPT quite a bit and I’ve had mixed results from it (although I’m sure that’s due to the poor quality of my prompts, not necessarily a failure of the program!)

Do you think the future is exciting for freelancers, and if so, why?

Yes, I really do. I don’t think there’s ever been a better time to be a freelancer. Whatever you’re passionate about writing about, there are huge opportunities for you – you just need to know where to look and how to find them. 

I’m pinching myself that I’ll be sharing the stage with Jennifer Gregory. Jennifer was THE inspiration behind me hitting $100K in my first year of full time freelance writing.

What are you most looking forward to about the Summit?

I’m pinching myself that I’ll be sharing the stage with Jennifer Gregory. Jennifer was the inspiration behind me hitting $100K in my first year of full time freelance writing (after I listened to an episode of her speaking on Ed Gandia’s podcast). Hearing her share so honestly and transparently about her income and exactly how she made her money made me think it was possible for me. 


Lindy is a panelist for two topics at the Summit on Day 1. The panels are: Escaping the low-pay cycle and earning the big bucks) AND Nailing the pitch.


Find out more about Lindy Alexander on her profile page
or listen to her episode on The Content Byte.

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