I’m so glad I rejoined the Ultimate Blog Challenge hosted by Paul Taubman of Digital Maestro this October. I originally joined the challenge years ago and, like many of us, I fell off along the way. But this time around, I jumped back in and it felt right.

As your Business Success Partner, I regularly help virtual service providers create courses and find reliable Virtual Assistants to support them in their businesses.

So when I decided to participate again, I knew I’d lean into sharing my expertise on course creation and virtual assistance from Caribbean professionals.

black female hands typing on laptop

What is the Ultimate Blog Challenge

When you sign up for the challenge, you can write every day in the month. This is an opportunity to share your expertise, practise your writing skills, and get more traffic to your website. And, you get to make new connections.

Paul sends you a daily email with a prompt – a suggested topic for you to write about.

He also offers a free live training to help us with blog post writing and answer our questions.

My Experience with the Ultimate Blog Challenge

Before I signed up, I was a bit apprehensive because I remembered what happened the last time I joined. But I decided to move past the doubts and do it anyway.

Did I write a blog post every single day?

No. And that’s okay.

The beauty of the challenge isn’t perfection. It’s showing up, being consistent, and allowing yourself to connect with your voice.

Reflecting on the prompts, I found ideas flowing about how VAs can shift from “task-doer” to “strategic partner,” how course creators can simplify tech, and how Caribbean talent is primed for global outsourcing success.

Did I always stick to the prompts Paul shared?

No, and that’s okay too. We were able to follow along with the suggestions or choose our own topics.

Overall, it was a fun 31 days, and I read some really interesting posts from other participants.

Why You Should Join The Ultimate Blog Challenge

Whether you write every day or on specific days where your message lands best, the momentum helps. You’ll reconnect with your writing, clarify your niche, and build content around your mission.

I’m grateful for the chance to participate again with Paul’s community. It reminded me that showing up counts more than checking every box.

Here’s to continuing the momentum! I hope you join in next time, too. Let’s write, share and connect.


Next challenge is in January 2026. Click here to sign up.