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Hello, hello!

I’ll keep it short up here, and simply say: Happy Thanksgiving. Oh, and one more thing. If you know of someone who would like this newsletter, will you forward it to them, please?

They can subscribe by clicking the button below.

Thank you! -Ashley

The Money

It was almost 15 years ago. I was sitting at my 9-5 that I’d worked at for 6 years. I was at the height of my earning potential for that job at…a $40,000 salary.

And that’s when the light bulb went off. This 9-5 low-salary job with a MAX of 2 weeks of PTO for this free spirit wasn’t going to cut it.

So, I decided to get real:

• What did I want to do with my life?

• How did I want to spend my work days?

• What did I want my life to look like?

And, right then and there, I realized it sure as heck wasn’t sitting at a desk working for the man.

So, I quit my job. That day.

I’d been moonlighting as a freelance writer to supplement my income. But I didn’t have my ish together.

While I didn’t know exactly how I was going to build a booming freelance writing business, I did know a few things:

• I’m highly self-motivated.

• I’m good at writing.

• The more the internet grows, the more demand for content.

• Freelance writing seemed flexible (it is).

• I didn’t want a boss.

• I wanted to be the boss. Bc I’m a boss.

• I didn’t want any salary caps.

• I wanted a business and life where the sky was the limit in terms of creativity and earning potential.

So, I knew I’d be fine. And I have been.

Cool, Ashley. Neat. What does this have to do with me?

I’m so glad you asked. It has everything to do with you.

If you’ve subscribed to this newsletter, I’m guessing the digital nomad life is attractive to you. You’re probably also a bit of a free spirit. And you probably have an idea or two brewing of something you want to create.

My advice: Carve out time for a brainstorming session to decide what you want to do. Once you have a general idea, pick a niche.

For example, I am not a freelance writer. I’m a freelance SaaS writer for e-commerce and marketing companies (As you can imagine, I’m a hoot in the small talk arena).

Tips for Picking Your Niche

1/ Start With Your Interests
What excites you? What do you naturally gravitate toward learning about or doing? Your niche should align with something you genuinely enjoy. Passion makes the hard days easier and the work more fulfilling.

2/ Evaluate Your Skills
What are you already good at? Your niche doesn't have to be something you’ve mastered, but having a strong foundation in a specific skill or industry gives you a head start.

3/ Look for Market Demand
A niche you love is great, but it also needs to be something people are willing to pay for. Research the market: Are people hiring for this skill or service? Are businesses thriving in this space?

4/ Consider Your Long-Term Vision
Is this something you can see yourself doing for the next five years? While niches can evolve, picking one that aligns with your long-term goals will give you a sense of stability and purpose.

5/ Test the Waters
Start small and experiment. Take on projects or side gigs related to your potential niche before fully committing. This will give you insight into whether it’s the right fit without a major investment upfront.

6/ Don’t Overthink It
Choosing a niche doesn’t mean you’re locking yourself into one thing forever. It’s a starting point. As you grow, your niche can expand, refine, or even shift entirely.

7/ Be Specific but Not Too Narrow
Find the sweet spot. For example, instead of “travel writer,” try “budget travel writer for families” or “luxury travel guide for solo women.” Specificity makes you memorable, but don’t box yourself into something with too little demand.

8/ Stay Flexible
The best niches often emerge from trial, error, and adaptation. Keep an open mind and adjust as needed.

Your niche is where your passions, skills, and market demand intersect. It’s not about being perfect; it’s about taking action. Start somewhere, and the rest will follow.

Now, go brainstorm!

The Work

One thing I love about remote work is I can do it literally any place I have a Wi-Fi connection.

Something I don’t love? When you have to hop on a call and you don’t have control over your environment.

For example, once, I was on a new client call at a playpen/ball pit place. There was this big vacuum thing that sucked up the balls and shot them back out. It was loud AF, and my client could hear the “excruciating sound.”

I couldn’t leave the ball pit area because then I’d lose my WiFi connection. So I did what any normal professional would do and gaslit my client. “What sound? I can’t hear it.” Look. It’s not my proudest moment, okay?

I share this deep dark secret with you for one reason: to help you plan work on the go where you do have some control over your environment.

Here’s what I suggest:

1/ Scout ahead
Before you commit to a location, check reviews or photos online to see if it’s suitable for calls or focused work. Apps like Workfrom or a quick Google search can help you find quiet cafes, co-working spaces, or libraries nearby.

2/ Invest in noise-canceling gear
A good pair of noise-canceling headphones can be a lifesaver. They’ll minimize background chaos and make you sound crystal clear—even if chaos is unfolding behind you.

3/ Portable hotspot = freedom
Avoid the ball-pit WiFi dilemma altogether. A portable hotspot lets you work from just about anywhere with reliable internet. No more being tethered to questionable connection zones.

4/ Time your calls strategically
Try to schedule calls during quieter times or when you know you’ll have access to a more controlled environment. Flexibility is great, but strategic planning saves headaches.

5/ Use virtual backgrounds
If your video call setting isn’t ideal, slap on a virtual background. Sure, you might be in a chaotic playpen, but your client doesn’t have to know that when you’re sitting in a faux modern office on-screen.

6/ Mute strategically
When you’re not talking, hit mute. It’s a simple hack to prevent distracting noises from derailing the conversation.

7/ Be honest (if needed)
If all else fails, embrace the chaos. A quick, “Hey, I’m working from [insert hilarious but true location]. Please excuse any background noise” shows you’re human and adaptable—qualities clients often respect.

Remember: Sometimes, life throws ball-pit-level curveballs. The key is preparation and humor. Because let’s be real: it’s not the WiFi that keeps us connected—it’s how we handle it when things go haywire.

The Destination

What are your thoughts on a little island that’s made out of LITERAL marble where your kids can safely run free and take sailing lessons while you drink local wine with your friends on the marble steps of the town square?

Oh—you’re feeling good about that? Me too! May I recommend a little stint in Syros, Greece?

The Worldschooling

Here’s the way my family has been doing things. We have a home base in the USA. When we are home, we homeschool. Then, we take time off to bounce around the world and worldschool.

And I don’t know what my deal is, but the homeschooling part is much harder for me than the worldschooling part.

For some reason, my schedule feels more balanced when we’re prancing about the globe. Our schedule usually looks like this: wake up, do online for 3-4 hours (while I work), and then we put it away and go on a field trip.

Maybe it’s because we have something to look forward to every day. And, at home, we’re just…at home.

I dunno. I guess this isn’t really advice. And I clearly have some more homeschooling research to do. But, I will say, the worldschool schedule we’ve adopted is working well.

The Community

How do you connect on the go?

My vision for this newsletter is to grow a community of nomads where we can interact with each other via mobile device—and not just hear from boring ol’ Ashley all the time.

I’m researching the best platform for this. In the meantime, please indicate your interest in joining a community for people like us.

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