Digital Nomad Life

The Travel Lifestyle Course

6 Modules 11 Chapters 55 Lessons

About this course:

The Travel Lifestyle Course is a practical guide to how to work online and travel the world.

Note that this course is only accessible to students. If you would like to enroll in the course you can do that here.

If you are already a student and forgot your password, you can reset your password here (click "Login" first). 

If you have any other issues, just email me at [email protected] and I'll get you squared away! 

Course Structure


Module Introduction and Goal Statement

A quick preview of what's inside this module and a discussion of our goal for this Module: to help you learn what to expect from the travel lifestyle, and to decide if it is right for you. 

Introduction to Being a Digital Nomad

A brief overview of what digital nomads are and a discussion of some common myths about them. We'll also introduce the important concept of geo-arbitrage. 

The Reality of Nomad Life (Pros and Cons)

Learn honestly what to expect from the travel lifestyle, including the major benefits of this lifestyle choice but also the 5 major challenges (and how you can mitigate them!). 

Is the Travel Lifestyle Right for You?

I'll be honest with you: the travel lifestyle isn't for everyone. So in this lesson I'm going to explain the good and bad reasons to pick this lifestyle, and will help you work through questions you need to ask yourself to decide if it is best for you. 

Mastering the Right Mindset for Success

In this quick lesson, I'll give you a few tips for how to get into the right mindset for long-term success in the travel lifestyle. 


Chapter 1: Budgeting Like a Rock Star 4 Lessons

Module 2 Intro & Goal Statement

A quick road map of what we'll cover in Module 2, plus our goal statement: to help you get an action plan for everything you need to do before leaving (aside from the making money part, which we'll cover in the next modules). 

How Much Does Nomad Life Cost?

So exactly how much should you expect to spend on nomad life? Learn what factors go into answering this question, and what others who have actually done this have spent. 

Creating a Budget: Part I

In this first half of our budgeting lesson, we'll learn some money-saving tips and how to do a burn-rate analysis to assist you in creating your budget in part II.

Creating a Budget Part II

Let's create a budget! I've prepared some template spreadsheets that you can fill in to quickly create a more accurate forecast of how much you can expect to spend while traveling!

Chapter 2: Getting Ready for Your Trip 6 Lessons

The Best Destinations for First-Time Nomads

Where should you travel as a digital nomad? Just about anywhere! But to help you narrow it down, I'll walk through some of the best digital nomad destinations for beginner nomads. 

How to Minimize Your Life

Learn why minimizing your life before you leave can save you so much hassle later, plus some tips for how to do it!

Pre-Trip Checklist (Admin Issues)

In this super practical lesson, we'll walk through a checklist of the administrative issues you'll need to prep for before leaving for nomad life: including passports, banking, insurance, health issues, and mail. 

Taxes (and Setting Up LLCs)

A quick lesson where we'll cover some common tax mistakes digital nomads make, and will also walk through how to set up an LLC for your business or freelance work. Note this lesson is most useful for US citizens. 

Planning for Your Return (Even if You Think You Won’t)

Learn why it's important to plan for your return from digital nomad life before you even start, and some tips for preparing yourself for that possibility now. 

BONUS: Using Miles and Points for Free Travel

Learn how to leverage credit card miles and points to get free flights and save money on your budget.

Chapter 3: Taking the Leap 2 Lessons

How to Overcome Jump Paralysis And Take the Big Leap

Learn how to overcome "jump paralysis" and actually take the big leap into becoming a digital nomad.

How to Talk to Family, Friends, and Employers

In this quick lesson, we'll cover how to talk about your lifestyle decision to your friends, family, and employers.

6 Lessons

Module 3: Crafting a Career that Gives You Freedom

In this module, we talk about how to build a strategic framework for choosing your remote career. 

Introduction and Goal Statement for Module 3

Let's quickly go over our goal for this module: to help you build a strategic framework for choosing your new online career. 

The Skill Set Pivot Method for Supercharging Your Remote Career

Transitioning to new online career can require a big learning curve. Learn how to cut that short and get ahead much quicker using my proprietary Skill Set Pivot Method. 

The 3 Paths to Nomad Life (Part II)

There three paths to digital nomad life are not all equal. Learn why 2 out of 3 digital nomads pick one of these paths. 

The Four Down Method for Time & Goal Management

In this lesson we talk about two traps many nomads fall into, and how you can use my Four Down Method to manage your time and goals in a way that avoids those traps. 

Personality Analysis and the Importance of Self Awareness

Everyone is different, and the right nomadic path for one person may not be right for you. Learn how to use personality analysis to guide your remote career search. 

6 Common Mistakes, Pitfalls, & Scams

Learn about six of the most common mistakes, pitfalls, and scams that digital nomads fall for when looking to make money - and how to avoid them. 

8 Chapters

Module 4: Actionable Skills to Thrive Online

Learn about the most common online-friendly skills that you can pair with your existing skills, using the Skill Set Pivot Method, to find your new nomad career. 

Roadmap of the Nomad Economy 2 Lessons

Module 4 Introduction and Goal Statement

Module 4 is a bit different than our other modules, so learn how to use it efficiently in this quick introduction and goal statement. 

Road Map of the Nomad Economy

Learn about the most popular industries for digital nomads, as we walk through a general overview of the digital economy. 

Chapter 1: Digital Marketing 5 Lessons

Search Engine Optimization

Learn what SEO is, why it's a booming industry, and the basics of how to get started learning it. 

Search Engine Marketing

In this lesson, guest instructor Neil Reeve-Newson teaches you about searching engine marketing as a skill set. 

Social Media

In this lesson, learn about the ever-changing world of social media and how it fits into the digital marketing space. 

Email Marketing

Learn why old school email marketing is making a comeback, and why this is an increasingly valuable skill in the digital economy. 

Facebook Advertising

In this guest lecture, Andres Moretti walks through how to make money by charging companies and businesses to run their Facebook ads. 

Chapter 2: Content 3 Lessons


Learn the basics of how to create and monetize a blog, with a special focus on travel blogging. 

Affiliate Marketing

Learn how it's possible to make money by creating content and recommending products and services to consumers with affiliate marketing.

Freelance Writing

In this guest lecture, Nathan Aguilera shares how to make money as a freelance writer. 

Chapter 3: Teaching and Training 2 Lessons

E-Learning (Courses & Coaching)

Learn how to turn your knowledge into money by tapping into the booming e-learning space and becoming a coach or course creator. 

Online English Teaching

Learn from guest instructor Chelsea Evans how you can take advantage of the online English teaching boom to earn a location independent income relatively quickly. 

Chapter 4: Administration and Support 2 Lessons


Do you speak and write multiple languages? Then you may already have the skills you need to become location independent as a translator! Learn more from our guest instructor Iris. 

Virtual Assistant

Guest instructor Linda Roser walks you through how to get started making money helping clients as a remote Virtual Assistant. 

Chapter 5: Consulting & Management 2 Lessons


In this lesson, we discuss the umbrella topic of remote management jobs and also some tips on how to be a better manager in your day-to-day work. 


In this guest lesson, Andy and Lozzy walk you through how to leverage your expertise into starting a remote consulting business. 

Chapter 6: Software & Products 2 Lessons

Software Development

In this lesson, we'll briefly cover working as a developer remotely and also discuss how non-tech types can start a software company. 


E-commerce is popular with nomads but, since I lack experience, in this short lesson I'll just very briefly explain drop shipping and Amazon FBA and point you in the right direction to learn more if you are interested in those business models. 

The Digital Nomad Toolkit 1 Lesson

The Digital Nomad Toolkit

​​The ​Digital Nomad Toolkit is a list of my favorite super practical resources to ​to help you manage your remote life and location-independent business with ease. 

5 Lessons

Module 5: Finding Location Independent Work

Now that we've covered the skills you can use to make your pivot to remote work, in Module 5 we'll dive into the nitty gritty of exactly HOW you can find remote jobs and clients, or start a remote income-generating business. 

Module 5 Introduction and Goal Statement

In Module 5, we'll dive into exactly how you can find a remote job (if you're a remote worker), clients (if you're a freelancer), or customers (if you're an entrepreneur). 

How to Find a Remote Job

Learn where to look for remote-friendly job postings, how to draft a compelling application, and how to nail the interview process. 

How to Find Freelance Clients

In this lesson, we'll deep dive into the exact steps you need to take to find paying freelance gigs - where to look for work, and how to build your own client base. 

How to Start a Business (And Find Customers)

Think you aren't the entrepreneur type? You might be surprised. In this lesson, learn the basics of how to start, build, and sell a successful business. 

Mistakes to Avoid

Finding a remote income source can be challenging, and unfortunately many aspiring nomads fall prey to these common mistakes that you can easily avoid. 

8 Lessons

Module 6: Living Happily on the Road

Learn how to live a happy and healthy life as a digital nomad. From making friends, to finding housing, to staying safe and in shape, in this module we'll cover the "lifestyle" part of the travel lifestyle. 

Module 6 Introduction & Goal Statement

In our final module, we cover all the practical details of how to live life on the road - from finding housing and good WiFi to managing your safety and health. 

Building Friendships and Communities (The Harbor Method)

If you're worried about being lonely on the road, then this lesson is for you. Learn how you can tap into the vibrant nomad community to build lasting and meaningful friendships on the road. 

Accommodation & WiFi Issues

Finding quality housing and good WiFi are two of the persistent challenges of nomad, but in this lesson you'll learn my tricks for tackling these subjects with ease (and saving money while doing it!). 

Working Productively on the Road

Staying productive as a digital nomad can be a real challenge. After all, the whole world is a distraction! In this lesson, you'll learn how to work productively and efficiently on the road. 

Staying Safe, Healthy, and Happy

Taking care of your health and happiness is crucial to long success as a nomad. We'll discuss those issues, as well as how to look out for your safety on the road. 

The Best Digital Nomad Resources

Here's your one-stop guide to the best digital resources for helping digital nomads live on the road. From websites to apps to programs, these are the best nomad resources I've found in 3+ years of digital nomad life. 

Planning for the Long Term (And Returning Home)

So many nomads adopt the travel lifestyle without thinking about long term life and financial issues. In this lesson, we'll talk about why you need to start your long term planning now, as well as how to approach it if you decide to return home. 

Course Wrap Up!

That's it! You did it! We'll wrap up the course with a brief personal message from me (oh, and watch until the end for some funny outtakes put together by my editor!).

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