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How to Quit Your Job and Become a Digital Nomad in 90 Days: Week 1

Discover your digital nomad “why” and “how”

Welcome to Week 1 of the free course: How to Quit Your Job and Become a Digital Nomad in 90 Days.

The first question that needs to be answered when deciding whether or not to become a digital nomad is simply how are you going to make a living? While there are hundreds of websites you can use to make money online as a hobby, if you want to make a full-time living, you’ll need to do some serious brainstorming.

By the end of this week you should be well on your way to understanding your digital nomad “why” and “how”. Feel free to read one day’s lesson at a time rather than the entire article at once.

Before we get started, let me share with you a little bit about how I’m currently earning as a digital nomad.

How I make money as a digital nomad freelancer

How to quit your job and become a digital nomad week 1 pinterest

While you can expect to hear more of my story as the months progress, I just wanted to briefly share what I’m doing right now to make a living.

My self-proclaimed job description will probably make most of your eyes’ glaze over, but I’m a content marketer who specializes in B2B and SaaS companies. In layman’s terms, that means I blog for businesses. However, this isn’t all I do. I also ghost write for executives and consultants, develop marketing strategies for startups, and even do the occasional business coaching!

This is what I love about being self-employed – you have the flexibility to do what you want, try new things, and take time off when you want it (although that’s not always as easy as it sounds). If something is boring or offers low profitability, simply drop it and try something new!

Since I’ve left my traditional job, I’m able to spend most of my day working on freelance projects for clients that I find on Upwork, Indeed, Freelancer, or through referrals from current clients or my own sites.

Meanwhile, I spend a few minutes here and there on Fiverr and SEOClerk – where I sell tweets from a few novelty accounts and sometimes offer random tips/advice. While I make between $0-$300/month from these sites, some people earn $5000+ a month use these two tools!

And while “now money” is necessary for survival, I know that the key to financial success is making your money work for you – which I do two different ways. First, I invest through a variety of investment platforms (my favorite of which is real estate investing through Fundrise). I also keep much of my savings in a Betterment rainy day fund so I can earn a relatively-secure 2-3% return rather than the miniscule 0.25% savings account rates.

Second, I’ve just started investing more time and energy into this blog, Money Nomad, which is now earning me a few hundred bucks a month – not too shabby for a passion project! You can start a blog in 20 minutes or less and it might just turn into a money making machine (like it did for some of these digital nomads). I’ve discovered that blogging helps me land more jobs, but also seems to be a valuable business in and of itself.

And that’s it! As you can see, if you find a way to make money on your own schedule as a freelancer or consultant, you can then take control of your time and start investing it into other projects (such as businesses, eBooks, courses, blogs, extensive travel, etc.) while still paying the bills.

Now, let’s begin the process of making you a digital nomad. The course begins!

The course format

Richard Branson Digital Nomad

Each week I’ll list six days worth of activities to help you progress from employee to digital nomad over the next 3 months. Plan to spend an average of two hours per day working on these projects (possibly less this first week) if you’re serious about your transition to self-employed freelancer/consultant. If you put in the time to work smart, you will succeed.

Each day will consist of five elements:

  • A quote: Who doesn’t love a bit of motivation?
  • Daily thought: A few thoughts on how to continue your journey.
  • Daily tasks (do these!): A short list of tasks/projects to guide you towards becoming a digital nomad.
  • A success story: Motivation from a wide range of digital nomads (and others).
  • Resources: Helpful tools, courses, books, etc., to enhance your success.

Commit to reading and doing one day’s activity for six days next week, and you’ll be a successful freelance, consultant, or maybe even entrepreneur, in no time at all.

Week 1 schedule

How to quit your job and beccome a digital nomad in 90 days week one schedule

This first week is all about exploring your passions, becoming familiar with the world of online business, and discovering how you to monetize your current skills and interests.

There are a plethora of ways you can make money online – the key is to figure out which one will work best for you.

As I previously mentioned, the goal of this course is to help you become a freelancer or consultant – not necessarily a YouTube star, blogger, or entrepreneur. Ultimately, you can transition from your freelance career into these other fields. However, if your first goal is immediate flexibility, you want to start by selling a service that others want – either as a consultant or freelancer.

In future weeks we will discuss more about establishing yourself as a traveler. But to start, we need to get your business up and running! Once you have remote income, living abroad becomes easy.

The schedule for week one is as follows…

Day 1: Defining success for you

Day 2: Discovering what you’re already famous for

Day 3: Choosing the right skill to monetize

Day 4: Selecting your niche focus

Day 5: Finding thought leaders and role models

Day 6: Taking the first step toward your first sale

Feel free to read through this entire series at once, or simply bookmark the page and return each day. But don’t forget! If you truly want to become a self-employed digital nomad, then the key is to put in the time. Provided you are willing to study, research, and work, you will succeed. Sure, a few ideas might flop (plenty of mine have), but you’ll discover something that works very quickly.

Here’s a quick infographic about freelancing, and then onto day 1!


Day 1: Defining success for you

“Success is not the key to happiness. Happiness is the key to success. If you love what you are doing, you will be successful.” – Albert Schweitzer


When was the last time you stopped to think about why you are where you are? For most of us, our jobs, hobbies, and even political views are all the result of social influences. You pursue the degree your parents suggest, go to the university your friends recommend, base your political views on the part of the country where you grew up, and arrange your schedule to keep your boss happy.

Then, one day you wake up and realize that you’re living somebody else’s dream. Between the fear of failure and the fear of disappointing others, you’ve been chasing a blasé life. Sure, it could be a good life, maybe even a great life – but it’s not your life. It’s time to change that!

Becoming a digital nomad is not an escape – as problems will follow you wherever you go. However, becoming a digital nomad is a reset! Whether your dream is to work for yourself forever, or simply travel for a few months and return home, becoming a digital nomad allows you to regain control of your schedule (a key to happiness) and discover new cultures, places, and possibilities.

Most people spend more time planning their vacations than their futures. Don’t make this transition another haphazard attempt to find escape something you don’t enjoy. Instead, decide what your dream life will look like – and pursue that. Once you know what you’re working towards, and are convinced that it’s worth it, you’ll be able to keep up the motivation necessary to stay committed.

Daily tasks

  1. Find a quiet place where you can be alone to evaluate why you want to become a digital nomad – and write it down. What do you hope to achieve? What will your day look like? Where will you be and what will you be doing? I guarantee that this transition will be a lot of work – so today you simply need to find that motivation.

Success story

I was recently introduced to Hans Hageman.

Hans was living what many people would have called the dream life – as a lawyer and nonprofit CEO earning a good six figures. However, as he approached 50, he realized this wasn’t his dream. He wanted more flexibility over his own schedule – and he wanted to know that he was truly making a difference. So he quit his job in New York, moved up state, and now does consulting and writing for a variety of businesses. Although he’s not earning as much as he used to, he loves his life.

As Hans realized, living your dream life isn’t about achieving what others consider success – but about discovering and doing what makes you feel fulfilled. Don’t chase dollars or power. Instead, do what makes you come alive.


  • One of my top 5 favorite movies of all time is 3 Idiots. Although I’m not usually a fan of foreign films, this Bollywood movie will have you laughing, crying, and ready to change the world. Don’t judge this movie by it’s cover – it’s awesome!
  • Live Your Legend offers a variety of great free tools for discovering your purpose. There’s also an incredible story behind the site, which is run by Chelsea Dinsmore.
  • The Purpose Driven Life is another great resource for discovering how to develop a meaningful and impactful life.
Compliments Anna Vital

Day 2: Discovering what you’re already famous for

“Don’t aim for success if you want it; just do what you love and believe in, and it will come naturally.” – David Frost


Most of us already have a reputation for something – and this is a great place to start when trying to decide on a skill or interest to monetize. Think about the last few months – when did people come to you for help or advice? What problem were they trying to solve?

Although this may not give you your golden ticket to freelance/consulting riches, it can certainly shed some insights on where your strengths lie. Friends, family, and coworkers can often recognize and assess our strengths better than we can.

When establishing a new life direction – especially one that will require ample self-motivation (such as becoming a digital nomad) – it’s critical to find a way to make money that successfully merges your skills with your interests. You want to find something that can pay the bills while still giving you the enthusiasm to get out of bed in the morning.

Through self evaluation and the input of others, you can discover what your strengths are – and how they might align with your dream career!

Daily tasks

This is the last day of reflection – then we’ll get to the real stuff! 😉

  1. Compile a list of all your skills. Include what you do for work, what you do for fun, software you may use, things you’ve studied, your hobbies, etc.. Try to make this list as long, and as detailed, as possible.
  2. Create a list of your interests and passions. What do you love doing? What are you constantly talking about, reading about, and thinking about? Make this list as long as possible.
  • Optional: Get feedback from others about these lists, What are the skills and interests that your friends and family see in you? Perhaps there are a few things you missed!

Success story

How do you handle being verbally abused, and ultimately fired, by a crummy boss? I recently met Caitlin who went through this and shares her experience in an awesome story that she refers to as From Fired to Freedom. After being let go from what was definitely not a healthy work environment, Caitlin made the most of her skillsets to become a freelance proofreader. Her first year she earned $47,000!

But that’s not the end. Realizing that other people may want to learn how to proofread as well, she packaged her knowledge into a course, ProofreadAnywhere, and now makes a full time living helping others learn how to make money proofreading. And, after success with this first course she partnered with a friend, Janet, to launch TranscribeAnywhere – a course that reveals how to make a living as a freelance transcriptionist. The flexibility of her work has allowed Caitlin and her husband to spend the last year working and traveling through South America!

Why do I like Caitlin’s story so much? First off, she made the most of a bad situation and came out WAY ahead using skills she already had. Second, her story is an incredible example of how freelancing can lead to a successful business. Once you discover how to make money on your own schedule as a solopreneur, it becomes possible to invest a portion of your time into growing a business, blog, etc. – something that’s far harder to do when you’re required to commit 40+ hours to a day job.



Day 3: Choosing the right skill to monetize

“Formal education will make you a living; self-education will make you a fortune.” – Jim Rohn


You can’t be good at everything. You’re either mediocre at a lot or exceptional at little. And let me tell you, people pay good money for exceptional work. While I can earn anywhere from $50-100 an hour writing on business topics – when I try to write about fashion or design, I’m suddenly earning $10 an hour. Definitely not worth my time! Even for my own blog, trying to develop exceptional title images in PicMonkey takes me far too long – which is why I hire someone on Fiverr to create these for me.

Lesson one: become excellent in one field, and do that.

But don’t commit to the first skill that enters your head. Take time to ensure that there’s actually a market for that service – and one that pays well. Ask yourself: how many people/businesses actually use this service, and what are they willing to pay? Although someone may pay you to make origami animals, there probably isn’t a lot of demand for that service. Particularly when compared to writing, graphic design, or startup consulting. People pay to have their problems solved – so solve a problem. Additionally, keep in mind that businesses are usually willing to pay more than individuals (although you can do well selling advice/services to individuals as well).

Lesson two: pursue a skill that solves a problem – usually around money, relationships, or a specific hobby.

Keep these two lessons in mind as you pursue today’s activities.

Daily tasks

  1. Spend 30-45 minutes exploring the gigs on Fiverr and SEOClerk. Take a look at the categories, the number of sales, and the popularity of these gigs. Take note of any that you might be interested in doing.
  2. Spend another 30-45 minutes looking at the job categories and lists on Upwork and Freelancer. Read the job descriptions and take note of which jobs and categories most match with your skills and interests.
  3. Decide which skill you will pursue! After seeing what people pay for, and comparing that with your skills and interests, choose a skill. Anything is game – writing, social media management, transcribing, dating profile optimization, web design consulting, etc.. Just be realistic about the demand and your ability to deliver results. You can always select something else later if this skill doesn’t seem to be the right fit.
  • What if you still don’t have a skillset that can be monetized? If you don’t feel qualified for any of these tasks, then just pick something that you think you might enjoy. Decide to become a great blog writer, learn how to create dynamic images with PicMonkey, become an expert Pinterst manager with Tailwind, or practice creating infographics using Venngage. These are all basic skillsets that can grow into high-paying freelance opportunities.

Success story

Caroline Beaton has a liberal arts degree in psychology. What good is that?! At first thought, not much. However, after discovering that a career as a psychologist researcher wasn’t her dream, Caroline committed herself to becoming a consultant sharing how millennials can thrive in the workforce by effectively using psychology.

She now writes, consults, and speaks using stats and practical advice to benefit both businesses and employees – and she’s written for Forbes, Huffington Post, and Inc, and a variety of other impressive outlets. Although not a digital nomad, Caroline’s work can certainly be done remotely!

As you brainstorm what skill you may be able to monetize, get creative! Perhaps a degree or experience that you thought was worthless could actually turn into something profitable.


  • Brennan Dunn charges $500+ hour as a freelancer and has created a course that shows how it’s done! I’ve actually just subscribed to his free 9 lesson course Charge What You’re Worth and am currently loving it. Worth checking out if you want to maximize your freelancing income.
  • The team over at Freshbooks has created a free parable/story on learning how to charge what you’re really worth. It’s a quick read that I wish I had skimmed a few years ago.
Compliments Work From Home

Day 4: Selecting your niche focus

“Happiness is not in the mere possession of money; it lies in the joy of achievement, in the thrill of creative effort.” – President Franklin D. Roosevelt


Always remember that people pay for what they believe is valuable. This is why a 2nd rate wedding photographer can make $2,000 in a weekend, but an amatuer wildlife photographer is lucky to earn $2,000 in a year – we value our own wedding pictures more than generic zebra snapshots.

When it comes to deciding a niche to focus on, think about the value that you are providing to others. Odds are, you won’t make much money playing the guitar if you try to sell your music. However, if you teach lessons, write jingles, or develop a website that sells other people’s music, you can do quite well!

That’s why the next step, after discovering what skill set you’ll monetize, is to find a profitable niche. The more value to contribute to others, the better you’ll do.

How do you find the perfect profitable niche?

  • Select an area that is broad, but requires specific knowledge (a business writer makes far more than a travel writer because of the specialization).
  • Choose a topic that you will enjoy, so you don’t mind putting in the needed time to become an expert.
  • Choose a topic that you are already knowledgeable about whenever possible. The more you already know, the faster you can deliver results (the key to making money as a freelancer/consultant).
  • Be flexible. I initially thought I would just ghost write for leadership coaches. However, most of my work now comes from businesses that sell products/services to other businesses. By being flexible I was able to follow the money.

As you find a creative way to separate your skill set from the competition through an appropriate niche, you’ll open up the doors to making far more money and establishing yourself as an industry thought leader.

Daily tasks

  1. Settle on a niche. Between the research you did yesterday and your own interests, decide how you will specialize within the skillset you’ve decided to develop and monetize.
  2. Create a deliverable within that niche! Over the next 1-2 hours, create something using your selected skillset and niche. That could be a marketing campaign, an article, a jingle, an edit image – you name it. And finish it today, so it better be a small project. What should you focus it on? If you don’t have clients, create something for yourself, a friend, a nonprofit, or Money Nomad (I will share it)! The goal is to simply produce something using your skillset and in your niche.

Success story

My brother is a legend in his own time. Although not a digital nomad (yet), he is certainly a globe trotter. For the last two years Steve has worked with ASAP in Cambodia, providing assistance for schools and vocational programs.

While many of my more altruistic friends have struggled to find work with NGOs, Steve has never had that problem. In fact, twice he has volunteered himself into a job that he loves. He simply starts assisting with a cause he believes in and, because he does it with excellence, pretty soon someone offers him a paycheck!

As a freelancer or consultant, don’t hesitate to start by working for free. If you focus on a niche you love, and do it well, it won’t be long before people start paying you for it. And who doesn’t want to be paid to do what they love?



Day 5: Finding thought leaders and role models

“You are the average of the five people you spend the most time with.” – Jim Rohn


One of the easiest ways to succeed at anything is to find those who are doing it best and copy them! That’s essentially what education is. And, in business, we just call it “best practices”.

Thanks to the vast networking and community building opportunities provided by the web, it’s a breeze to find the leaders in a specific field. Using Google, social media, forums and other websites, you can find those who are considered industry thought leaders. In fact, as you read up on a specific topic, you’ll discover that the same few people keep coming up! These are the people you want to become familiar with.  

If your goal is to create infographics, figure out who the best designers are. If your plan is to write about healthcare, find the leading healthcare bloggers. Then interact with them. Share their content, comment, ask questions, maybe even buy their products. The more familiar you can become with these individuals and their work, the better off you’ll do.

Daily tasks

  1. Find at least 5 industry thought leaders and follow them. Subscribe to their blog, follow them on Twitter, etc. Just make sure you can easily keep up to date on what they’re doing.
  • Create a deliverable that emulates their style. Pick one of the thought leaders and create a deliverable that matches their style, formatting, focus, etc.. Again, this should just take 1-2 hours, but create something that follows their process and style. Even if it’s almost an exact copy, that’s fine! Although you won’t want to sell it, this is a great way to practice and become familiar with your niche’s best practices.

Success story

As I recently shared, Kelsey from TealMama just landed her first recurring freelance client! How did she do it? Well, she committed to putting in the time and working hard, but she also committed to learning as much as she could. She sought out those who were already succeeding and studied what they did – even purchasing a course from one of these thought leaders.

If you want to quickly achieve success in your field, don’t try to do everything from scratch yourself. Learn from those who are already doing it well and build off of their foundation.


  • When trying to find industry thought leaders, start by searching for appropriate keywords on Google, Twitter, and LinkedIn.
  • Find and follow trade publications, blogs, and forums that discuss your specialty.
Compliments Alliance Accounting

Day 6: Taking the first step toward your first sale

“The secret of getting ahead is getting started.” – Mark Twain


Do you know what the biggest hindrance is for most people eager to become a digital nomad? Getting started! By the time we finish daydreaming and imagining everything necessary to pursue our dream, we’re completely exhausted – without any energy left to make things happen. To overcome this, the key is to break everything down into small tasks that are easy to accomplish.

For example, let’s say you need to create (or change) your blog’s newsletter service – something I just recently did. This can seem incredibly overwhelming and sit on your to-do list for a long time. However, if you break it down into a series of smaller tasks, it suddenly becomes much easier to accomplish.

Rather than looking at the whole process, each day take the process one step closer. Day 1, pick a provider (I just switched from MailChimp to Aweber). Day 2, connect it to SumoMe (or any other lead generation tools you might use). Day 3, move over your contacts (or create a subscription form). Day 4, format your first newsletter using the new service.

If you get exhausted just thinking about a task, it’s probably not a task – but a project. Break projects down into tasks and you’ll accomplish far more (without feeling overwhelmed).

When it comes to accomplishing this digital nomad course, this means that you should do each day’s activities! Because they’re broken down into smaller steps, making this transition should appear far less intimidating – although still incredibly time consuming!

Daily tasks

  1. Create a freelance profile. If you haven’t done it already, jump on Upwork, Fiverr, or Freelancer and create a profile. We’ll make your profile perfect later – but still put some effort into your title, description, and profile picture. And add the two projects you’ve completed this week as samples!
  • Apply to at least three projects (or volunteer). If you are using Upwork or Freelancer that means actually sending out proposals. If you decide to create your profile on Fiverr, than list three gigs for sale. If you don’t feel free to sell on either site, offer your services for free to a cause or organization that could use the help.

Success story

Some digital nomads don’t worry about money much at all – focusing instead on trading their skills for lodging, food, and experiences. One great example of this is Lukas of Good Things Everywhere.

Lukas spent two years traveling the world helping nonprofits in exchange for the bare necessities. Although he would work for money as well (we all have bills to pay), most of his work focused around making a positive impact on organizations striving to change the world. As you can see from his site, it was quite an adventure.

Although Lukas was already a skilled designer and photographer, following in his footsteps is a brilliant idea for someone just getting started! While people may not pay you much, especially if you don’t have a portfolio, few people turn down free work. Why not develop your portfolio by volunteering?


  • Upwork and Fiverr! If you haven’t setup a profile on at least one of these and tried to land a few jobs, you’re missing out. End this week by getting on these sites and setting up your profile.

Week one ends: The journey begins!

In all reality, three months from now you could be sitting on any beach in the world exploring a new culture and trying new foods. Or, if you prefer, you could be working from your home office – free to attend every one of your kids baseball games and music performances.

Either way, you’re on the right track.

Making the transition from employee to solopreneur isn’t difficult. It just requires a clear process and a time commitment. These courses over the next few weeks should help you with the process – now it’s up to you to put in the time!

If there are any questions, thoughts, or comments that came up while reading this post and completing the daily activities, feel free to reach out! If I can’t answer your questions myself, I’ll find someone who can.

Next week we’ll discuss how to prepare your personal finances for the digital nomad lifestyle – ensuring that the transition is seamless and painless. We’ll also dive deeper into understanding you freelance niche and see if we can help you land that first client!

For the comments:

  • As you read through this week’s insights and activities, what questions came to mind?
  • Is there anything else that should be added to this post? I plan to continually update this series – so recommendations are always welcome.

Return to How to Quit Your Job and Become a Digital Nomad in 90 Days: Getting Started to view other weeks’ content.


Rob is enthusiastic about everything related to money and investing. A financial analyst and instructor, he enjoys using what he’s learned from 10 years of studying business and money to help others achieve financial stability. He founded Money Nomad in 2014!

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  1. I will definitely have to break this up into different days to read, but it looks good. I’m also going to check out Freelancer and see what that’s about too.

    Choosing a niche can be hard, I read early on that diversifying with 3 different topics (I spend most my time with 1 specific niche) would help protect against “income drought.”

    1. That’s a great concept to share Josh! Diversifying into 3 topics is very smart. And actually, I’ve realized that myself and many people I know do that in a sense. Although they may focus primarily in one area, they certainly have a few side niches that help them land more jobs.

      Keep sharing your insights and success and I look forward to learning more from you as well. Enjoy your day!

  2. Finally week 1 was released ! Thanks so much for your efforts, Rob. Although at this moment I’m still stick my ass my office and do my job as an UX/UI Designer, I will follow your lead step by step in order to achieve my dream. Have a nice day !

    1. Thanks for commenting Nguyen! I appreciate it. It’s definitely going to be a bit of a long series, but hopefully it has an awesome impact! Keep me posted if there’s anything I can give you a hand with.

  3. Hi Rob! Week 1 has already exceeded my expectations. I am loving the info-graphics. 🙂 And also wanted to add that I worked for a fortune 100 company for about 5 years and I would see others receive awards for 10 years up to 30 years of service. I didn’t want to be that person there for 30 years, it wasn’t my dream. I have always wanted to venture out on my own, and now I’m doing it. I have completed much of week 1 and I’m excited for the weeks to come!

    1. Thanks Kelsey! It’s definitely been consuming more of my time than I anticipated, but I hope it results in an incredibly valuable resource for many people.

      Keep up the great blogging and freelancing yourself — and I look forward to crossing paths more in the future.

  4. Hey Rob!

    I been trying to keep up with this weeks tasks. Its a great course!
    I was thinking about blogging in WordPress and eventually starting to make blog for others as well along with some other things.
    Now I been looking for different tutorials and sites on how to make a WordPress sites. Some say that it is necessary to know coding and some say its not.
    How important it is to know CSS, HTML an PHP for WordPress blogging?
    From your site “How to Start A Blog in 20 Minutes” I understood that, there is no need to know how to code.
    (I tried to learn CSS and HTML and I didn’t really enjoy and it much)
    Is there actually job opportunities out there work people who can build blogs without coding?

    1. Glad you’re following along Pauline! And great question.

      So I know absolutely nothing about coding. If I need to do something manually I almost always have to do a quick Google search for it (even things like resizing images, adding links, or bolding text). Although I’ve picked up a few of the html codes over time, for the most part, I know absolutely nothing about it.

      But with WordPress that isn’t a problem, as it works in a very similar way to Microsoft Word for writing content (you can select bold, add images, etc). Meanwhile, installing a new theme (site appearance) or plugin (functionality — like my share buttons and email subscription tool) can be done with a few clicks — just like installing something on your computer!

      So, although there is still a learning curve, the basics of WordPress are very easy and fast to learn. And you can do it without being a crazy techie.

  5. Hi Rob,
    great article! You hit best time because I quitted my job and moved abroad to start my nomad carrier path. However, I can’t find any idea what to work on or my future field.
    I failed at “Day 2” task. My list of passions is very short and it matches pretty good feedback from others. Basically it’s: dating girls, being social, self-development, cars and motorbikes.
    In a future I’d like to build software company. That’s only one thing I know. However, I don’t know how to find the idea/thought.
    How would you approach the situation?

    1. Thanks for reading. And I understand, finding a focus can be difficult.

      Each one of the items that you listed as a passion can become profitable if you go into writing — whether that’s for other sites that discuss those topics or writing your own blog (which takes time to monetize).

      My recommendation is to start with something that doesn’t require a substantial initial investment. Personally, I don’t believe you should pay out more than a few hundred dollars to start a business until you’re a success. If you have a great idea for a software product, learn how to create it yourself or use your social skills to bring programming partners on-board. If you look through most successful startups, the founding team understands the technical skills. If you try to outsource development of an app or website that’s the core of your business, you’ll find yourself trapped by your development team and paying them constantly for improvements (speaking from experience).

      However, if you are social and love the idea of running a business/team, you could bring together a designer, programmer, and writer, and the find and manage projects for them to work on — taking a cut for running the show. It’s not easy, but it’s certainly possible.

      Ultimately, remember that it will take a lot of work to get started. There are no get rich quick schemes that work long-term. So, you simply need to find something that you can somewhat enjoy, and start hustling. If you can’t think of anything, get on Upwork and Fiverr again to see what people are buying.

      Hope that helps!

  6. Rob,
    Thank you for writing this series! I’m at a place in my life where even though I have a job I enjoy, I feel chained by the hours and cubicle. If motivated, I could do my week’s worth of work in 2-3 days. But I would reap no reward. This is one of my biggest whys.

    The only thing I am struggling with in this week’s tasks is how to write a proposal. Does it need to be lengthy and filled with samples? My niche is in the area of an excel guru with strengths in data analysis. I have thought about offering to do a gig for free in exchange for ratings, but am afraid this would devalue my skills. Any suggestions?

    Also, I am thinking about blogging about my experience toward becoming a digital nomad. Would you appreciate links, etc?

    1. Hi Cecelia,

      Thanks for stopping by and congrats on the journey! It’s not easy, but it’s definitely rewarding to gain the ability to work for yourself.

      I’ll go ahead and send you an email with a link to a post I’ve written about writing proposals/cover letters (it should also be available in my Start Here section).

      Doing a few jobs for free/discounted at the beginning is not unheard of. However, my recommendation is to offer a money-back guarantee instead. Offer to do the projects for a decent (slightly lower than average) rate with the promise of offering a full refund if they aren’t 100% satisfied. This removes risk on their part and ensures that you still make a bit of money if things work out. Expect to earn a bit on the low side starting out, but as you gain positive reviews you’ll be able to charge more.

      And starting a blog is an excellent idea! Feel free to share your posts with me, mention Money Nomad, and perhaps we can even get a guest post of yours on Money Nomad. Keep me posted for sure!

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