Welcome to the Millennials on the Move series!

This initiative consists of candid interviews of, in often cases, extremely young millennials and their inspiring stories of how they navigate travel at their age despite the challenges.

So today, meet Dave. An ambitious, intelligent, 23 year old whose made a living by traveling!

1) Welcome Dave! Do you mind telling us a little about yourself?

Hello, I am Dave Weatherall. A 23 year-old blogger, travel writer, social media influencer, SEO-focussed copywriter and social good advocate.

What makes my millennial travel journey unique is that I left school when I was 17 to become an online entrepreneur and travel the world.

I am the creator of That Travel Blog. I help young people explore alternative ways to work and travel, outside of the typical 9-to-5. My mission is to create unique and insightful content that caters to an audience of young, ambitious travelling entrepreneurs and those who aspire to be one.

To get a peek inside a day in the life of Dave, I’m writing this on a train going from Warsaw to Krakow in Poland. My time on this train will be spent writing, replying to emails from clients back in the UK and thinking about additional ways I can monetize my blog!

2.) What gave you the courage at 17 to pursue entrepreneurship and take this unconventional route? Did you parents approve? Were you scared?

MOTM Dave W | Bologna | Millennial TravelI have a reckless optimism that kept me going throughout the early stages where no-one believed in me. I have always wanted to be my own boss, and I continue to pursue the dream of ultimate freedom to this day.

I told my parents from a young age that I would leave school to build my own business. It took failing my AS-levels at 17 for my parents to accept that formal education wasn’t right for me.

I soon woke up to the harsh reality that I wasn’t going to get very far without any contacts or experience. So, I got myself an assistant marketing job in London during the week and worked on my freelance portfolio over the weekends. By the time I was 20, I had started my own digital marketing company and moved to Portugal.

I was lucky enough to understand the importance of building a personal brand and communities online. Social media was the future in my eyes and I wanted to be a part of it. When you work hard and do good things for yourself, people will pay you lots of money to do the same thing for them too!

3.) What were the unique challenges at the beginning of your journey, and was being so young one of them?

For sure! It’s been 6 years since I left school, it took 5 of those years to get people to listen to me.

It’s rare for people to believe in you when you are young, without formal education certificates, but the world is changing. The Internet is powerful and we (as young people) speak its language. If you develop your skills online, I promise that directors of huge companies will be making you tea just to listen to your secrets!

MOTM Dave W | Beitou Hot Springs | Millennial Travel

4.) Why did you choose a travel blog?

I started blogging because I wanted to build awareness of alternative lifestyle choices, outside of the 9-to-5.

So that 17-year-old versions of myself wouldn’t feel so alone in a world where we are told we won’t achieve anything without a university degree. I often blog about ways you can get paid to travel, monetizing your blog and social media accounts. I enjoy helping and learning from other online entrepreneurs and discovering where to go next!

I come from a small village in Kent. If you know anything about countryside values in the UK, you can imagine what that’s like. Most people have lived in the same village their entire lives and are reluctant to expand their ways of thinking.

When I moved to London, I was blown away by the diversity. I met so many interesting people with opposing views. I think this, along with my indescribable need to see the world, sparked my curiosity to get out there and explore.

MOTM Dave W | Funtastic Island | Millennial Travel

5.) What countries have you traveled to on your journey? Any favorites or least favorites?

Since I quit my job 3 years ago, I have travelled to and worked from 19 countries! These include Spain, Germany, Italy, Portugal, Czech Republic, UAE, the Netherlands, Thailand, Singapore, and Taiwan.

If you love music and festivals, London, Amsterdam, and Berlin are amazing cities to be in the summer months.

Thailand and the Philippines are obviously beautiful and unforgettable countries. But I spending 6 months in Taiwan was so different to anything I have ever done as nobody I knew had been before or knew much about it.

I like being surprised by places, whether it is a good or bad surprise—that’s all part of travelling!

MOTM Dave W | Roman Forum | Millennial Travel

6.) Love it. What advice would you give to some other 17-year-old kid who wants to follow a path like yours?

Believe in yourself! Whatever you have in that brain of yours is valuable to someone.

Build your personal brand. A community that listens to you is one of the most valuable assets in the entrepreneurship world. Sometimes people ask me where to start or they tell me that they are struggling to develop their business idea. I always tell them it doesn’t matter, just start creating content and develop a community that listens!

Get insider advice from #millennial #digitalnomad Dave, & learn about his blogging business! Click To Tweet

Everything I have now is thanks to starting a Twitter account in 2009, just sharing my thoughts. That evolved into more accounts, a digital marketing business and a travel entrepreneurship blog. Today, I get paid to post about brands I love on social media and write about what I do to help others.

Remember that failure is irrelevant when you are doing what you love. You only fail when you stop believing in the hard work it takes to get there.

MOTM Dave W | Beitou Hot Springs | Millennial Travel

7.) And finally—your closing sentiments!

I live my life by these three quotes;

“Instead of wondering when your next vacation will be, maybe you should set up a life you don’t need escaping from.”

Seth Godin

“And then there is the most dangerous risk of all — the risk of spending your life not doing what you want on the bet you can buy yourself the freedom to do it later.”

Randy Komisar

Finally, in the words of Jim Carrey in his commencement address to Maharishi University when explaining the life choices of his late father;

“You can fail at what you don’t want. So you might as well take a chance on doing what you love.”​

Dave’s Blog • Dave’s FacebookDave’s Instagram

What is the purpose of this series?

This initiative is driven by my desire to inspire other people in my age range and show them that travel for us is not only invaluable but very possible—sometimes you just need to see someone else jump before you do!
If you’re interested in being featured and you’re age 18-26, subscribe in the form below or shoot me an email at gabby@packslight.com.

Read how 23 year old Dave took the road less traveled and became a full-time digital nomad!
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3 thoughts on “I Left School at 17 to Become a Digital Nomad (Dave, 23) – MOTM

  1. James

    Wow man you really are an inspiration. I’m glad you were able to pull it off! It’s incredible, makes me wish I was as fortunate!

  2. Rianne

    Wow, very inspiring guy, thanks for sharing this! I just turned 25 and about a year ago I’ve decided that I don’t want the standard traditional live that we seem to be expected to live. Now trying to find ways to make it happen!

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