My Newsletter Process Over The Years

by | Apr 24, 2025 | The Freelancer's Teabreak Podcast

Are you struggling to maintain consistency with your newsletters? Discover how outsourcing can transform your content strategy and streamline your workflow. Learn the secrets behind effective batching, repurposing content and the tools that can help you stay organised and connected with your audience.

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Running a freelance business comes with a never-ending to-do list – and if you’re anything like me, some of the most valuable tasks can slip through the cracks. For me, that was my newsletter.

I love writing. I love connecting. But scheduling, formatting, checking links? That’s where things got messy.

In this week’s episode of the Freelancers Tea Break podcast, I share how bringing on my brilliant right-hand woman Jo nearly a decade ago to handle my newsletter transformed everything. It wasn’t just about consistency – it became the foundation of how I create all my content, from podcasts to blog posts to social media.

So if you’re hovering over the “should I outsource?” question – especially when it comes to building your visibility – this post is for you.


The Power of a Consistent Newsletter (Without Doing It All Yourself)

When Jo and I started working together, it was because I couldn’t get my newsletters out the door. I’d write them, sure – but they’d sit unsent in drafts forever. That’s where Jo came in.

At first, we used Mailchimp. It was free, but clunky. Eventually, we upgraded to ConvertKit (now Kit) because I needed better systems – like multiple sign-up pages and welcome sequences – to support a growing audience.

Now, we use Notion to plan and track newsletters in calendar view. I batch my writing once a month, Jo formats and schedules and suddenly… the newsletter goes out like clockwork.

And here’s the fun bit: that newsletter? It’s not just an email. It’s the spark for:

  • My weekly podcast episodes

  • Blog posts (like this one!)

  • Social media content

  • Ongoing engagement with my community

The newsletter starts it all – and by outsourcing the admin around it, I get to focus on the ideas.


From One Newsletter to Two (Without Burning Out)

We’ve also expanded from one newsletter a week to two:

  • Friday Newsletter – Deeper thoughts, often inspired by the podcast.

  • Monday Newsletter – A practical “Freelancer To-Do List” with 3 small, useful prompts around client work, admin and wellbeing.

And here’s a little spoiler: that Monday newsletter? It’s mostly repurposed content from the past few years. We’ve got a giant table of tips, seasonal reminders, awareness days, and prompts – Jo handles it all, with me jumping in when I want to personalise something or add a timely note.

It’s a great reminder that you don’t have to reinvent the wheel every week. Your past content is still powerful – and might land even better the second (or third!) time around, especially when your audience is ready for it.


Thinking of Outsourcing? Start With Your Newsletter

If you’re ready to explore outsourcing but feel nervous about handing off social media or client communication, your newsletter is a fantastic place to start.

Why?

  • It’s consistent and recurring

  • You stay in control of the message

  • It gives you instant breathing space

  • It becomes the foundation for everything else

For me, that first step – bringing Jo on board – gave me the space and confidence to eventually add a podcast editor, someone to batch reels with, and more. But it all started with one weekly newsletter.


What’s Next?

If this behind-the-scenes peek got your wheels turning, I’d love to hear about it! Come join us in the Freelance Lifestylers Facebook Group or on Discord — both links are in the show notes. Got questions about batching, outsourcing, or what tools we use? Pop in and ask!

And if you’ve got an idea you’d love me to cover in next month’s batch of podcast episodes or newsletters, let me know – I’m always up for a fresh topic or challenge.

Until next time, have a brilliant freelance week ✨

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All about Emma Cossey

I’m a long-term freelancer, mum and all round digital geek, and I’m happy to welcome you to The Freelance Lifestyle. I launched this blog in 2011, to provide freelancers with down-to-earth support, and practical advice. I wanted it to be a kind, supportive place to get tips and advice on living a great freelance life. I’ve been a pro blogger, a social media consultant, a copywriter, a teacher… but my passion is helping people just like you take the next step. So whether you want to pick up tips from the blog, listen in to the podcast, come join the Facebook group or get some more focused 1-2-1 support with my coaching, there’s something here for you.

You can find out more about Everything I do here

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