Cover photo digital nomads daiily podcast with business coaches Anastasia and Tomer (1)

06: The Power of Planning with Digital Nomads Anastasia & Tomer

Anastasia & Tomer are business coaches specialized in helping bloggers and content creators make money online. While they were both in a corporate job, they planned and worked towards their dream life ‘traveling the world’. In this episode, they share their process of how they planned, saved up money, and created passive income before they started traveling. We also talk about how you can make money online as a blogger and content creator.

“Sometimes you need to go through a short period of discomfort to create a lifetime of comfort.”

The shift to an online entrepreneur journey

While working their regular 9 to 5 corporate job, they knew that they wanted to become entrepreneurs doing something creative. Even though they planned, what business they exactly wanted to build wasn’t clear yet. With savings and a passive income in the pocket, they started their online business journey. At first, Anastasia and Tomer spoke about the remote lifestyle and traveling via Instagram @Generationnomads and a blog. After a while, they found out that this wasn’t moving the needle. One they that stood out was that making money online as a content creator can be overwhelming. It requires the right mindset, some tech know-how, and of course, the right content. This is where they shifted their business into helping content creators like bloggers make money online by monetizing their content. They developed an online coaching program that walks you through the steps of making money online with your content.
Digital Nomad couple Anat & or digital nomads daily podcast episode about nomad stories

Know the mindset that you are at that moment

You might not think of this when you dream about becoming a digital nomad but planning does come in handy. You need to have some sort of plan to make this sustainable so you can enjoy the journey longer.

It might sound boring but all you want to do is to make sure you enjoy your time as you have planned. Things Anastasia and Tomer typically plan or think about where to go next are for example where to work from and if there is community. It comes down to your intentions and what you want to get out of the trip or location. What is important is that you know what you are looking for and find a location that provides all you need. Funny enough is that also Digital Nomad Kristina and Taryn talk about this on the podcast. If you are just starting out and you have no clue what you want, visit your dream places and learn as you travel.

Check-in with yourself regularly and ask yourself:

  • How do I feel here?
  • What positive impact has this place had on my daily routine?
  • If this place had………….., then it would be the perfect place.
  • If this place had less of ………….., then it would be the perfect place.
  • What do I want to feel in my next location?
  • Is it that I want to get out of this situation?
  • How do I want to travel?
  • What is it that I really want?

While you are nomadding, don’t forget that all of this is a learning experience. There is no right or wrong as long as you are willing to learn from every single situation.


Keep an open mind

Planning is something that can help you make things go smooth but this isn’t always the case. Sometimes plans don’t go the way we expected and you need to adjust. In these situations, you must keep an open mind and check-in with yourself. What do you need right now and what decision will help me get there? While you’re traveling anything can go wrong from small things to missing flights to larger things like safety issues. This also happened for Anastasia and Tomer and found themselves in a situation where they thought it was perfectly planned but had to adjust to the situation. During their last days in Rio de Janeiro, Brazil, they decided to go to the north of Brazil before heading back to Europe. Doing some last-minute research, they discovered how unsafe that area was, being the 7th most dangerous place in the world. Many questions started popping up and it was a stressful decision to go or not. After checking in with themselves they decided not to take the trip. Why? Because all they wanted was a relaxing trip to enjoy the tropical weather before going to Europe. A trip that could be very unsafe simply wasn’t what they truly desired. Canceling was the best option.
Digital Nomad couple Anat & or digital nomads daily podcast episode about nomad stories

Tips if you’re thinking about becoming a digital nomad

  • Sometimes you need to go through a short period of discomfort to create a lifetime of comfort
  • Any kind of freedom that you want to create requires discipline first
  • You appreciate everything so much more when it takes something to get it
  • Whatever you may need to make this happen, you already have it within you
  • You can start becoming who you want to be right now, you just need to make decisions
  • You have already everything that you need
  • There is no better timing than today


About Anastasia and Tomer

Anastasia & Tomer are a travel couple, location-independent Business Startup Mentors, and the faces behind the blog They help content creators + corporate escapees become their remote CEOs with a service-based business they can take on the road with them. Their aha moment was 4 years ago when they realized that they were working 10 hour days, stressing over projects and people they didn’t care about. They left their corporate jobs cold turkey, went traveling full time, and started their freedom coaching business.

Special Offer for Digital Nomads
We loved having Anastasia and Tomer on The Digital Nomads Daily Podcast! As a special thank you, you can now get a Free Training and ask questions about how you can start making money online as a content creator. This is perfect for creators who want to make the shift and want to have a clear plan to jump-start your digital nomad lifestyle.


Quick links: Follow their journey via Instagram @generationnomads Meet your host Nienke Nina Instagram @nienkeninatravels More Dgital Nomad Stories Instagram @digitalnomadsdaily Get The Free Offer Now!