Digital Nomad Checklist 2019

Digital Nomad Checklist 2020 – The Remote Work Essentials

So you want to be a digital nomad? Or maybe you’re already there but you need a checklist. A list of the important stuff for location independent travel and work. Digital nomadism is for people serious about their businesses.

It’s not about running to the airport for some random escape to Bali. It’s about creating a lifestyle that offers you both work and travel at the same time. It takes planning. Take your planning seriously or you could end up wasting a lot of time and money. 

Here’s a checklist for digital nomads to make sure 2020 is a productive, safe, and most of all, fulfilling year.

Government (Red Tape) Stuff

The rules for digital nomads are mostly the same as for other travellers.

What nomads have to watch out for are questions of visas when returning to countries they’ve exited recently. Unless you have some kind of permanent visa or a special arrangement with a state, multiple tourist visas on your passport will raise suspicions at immigration. The visa runs that long-term expats bemoan (or love, depending on your point of view and your outlook) are a necessary part of living in other countries without doing the tedious paperwork.

Keep an eye on forums and websites for information about visa run changes but most of all, check the embassy website of your target country. 

Get your visas, vaccinations, driving licences, and travel insurance before you go. 

Flight Management

One thing you’ll need for almost everywhere you go (unless you’re flying internally or around Europe) is proof on an onward flight. Use a service like Onward Ticket to book proof of onward travel. This can save you a major headache at the airport or immigration. 

Manage your trips with Tripit and keep an eye on your awards points with AwardWallet.

Finances & Banking

At the risk of sounding obvious, you should have a credit card in 2020. Some people like to live without plastic and others come from places where credit cards are hard to get. I didn’t have a credit card for the first few years of my travels. And it made travel harder (but not in a sexy, exotic way).

Yep, the government and banks can track you when you pay electronically. But I believe it’s a price worth paying.

I don’t promote regular credit cards on So if you need advice on which card is best for travel, check with one of the (many) travel sites that discuss credit cards.

I use debit cards from banks in different countries and I use the Borderless card from TransferWise. This card has been a great addition to my location independent toolkit. 

Here are the best app-based banking services for travellers

  1. TransferWise Borderless – Top Choice
  2. MonzoUK only
  3. N26 – a popular choice for long-term travellers and location independent entrepreneurs.

I didn’t include Revolut in this list. It works for some people but the only way to communicate with their support is through the app. The bad press they’ve received and awful service they provide leaves me cold.

Notify your bank about your travels if you only have one card. Banks tell us it’s unnecessary to call them but if your only card get cancelled, you’ll struggle. Having multiple cards gives you a backup plan in case one gets inadvertently cancelled or gets lost/stolen.

Check out these 20+ Smart Travel Tips for Everyone (including digital nomads)

Accounting software

My personal favourite is Wave Accounting. It’s free. Free isn’t always a good thing, but in the case of Wave, it is. In fact, there’s no paid version.

Go for Freshbooks if you need fast customer support and some premium features. It’s got a great interface and lots of integrations with other products.

Budgeting & Expenses App

Toshl is the tool I’ve been using for as many years as I can remember. You don’t hear a lot about it, possibly because they don’t offer an affiliate deal for bloggers to promote. But it’s a great piece of software. I use it on my MacBook and phone (iPhone and Android) to record every transaction (personal and business) using multiple bank accounts and PayPal accounts.

Toshl also helps me create budgets and has some nice spending summary pie charts and displays.

The free version of Toshl is good enough for most people. 

Read Digital Nomad Tools for a list of the best software for location independent entrepreneurs.


If you’re a “light user” of software (purely excel, email, web, etc) then the MacBook Air is great value and, importantly, weighs little. 

For heavier users (like me) that need more processing power (for video, audio, web design, and development) a MacBook Pro is a better option, albeit a more expensive one. The Pro is heavier and bulkier than the Air. But it comes with a better screen (good for keeping eye strain to a minimum) and a lot more power. MacBook Pros also come in 15’’ screen models. If you need more screen real estate, this is a great option.

Alternatively, the Microsoft Surface Pro is solid. The Surface Pro actually (slightly) beats the MacBook Pro in speed. It’s also touch screen enabled and a higher resolution screen. 

Save Your Eyes

One of the biggest threats to our health is sleep disturbances and deprivation caused by changes in time zones and spending long periods of time in front of our computers. If that statement sounds dramatic and if you don’t believe me, read Why We Sleep.

The solution: Screen-glare reducing glasses

Spending the late night hours bathed in the blue light of an electronic device will harm your chances of getting restful sleep. If you’re trying to adjust to a new timezone, this effect is even worse. 

The glasses are light, inexpensive and can make a huge difference. 

All-in-one multi-adaptor

You’ll need at least one of these. Buy one before you leave as multi-adaptor power sockets can be expensive in airports and many countries. 
The Kikkerland UL03-A Universal Travel Adapter costs less than $10 and weighs less than 1.6 oz (45g). Perfect for digital nomads and minimalist travellers

Secure The Perimeter


Get a VPN one of these before you go anywhere. Here’s the low down on VPN for travel.

TL;DR – Use VPN Unlimited

Password database

LastPass is the gold standard for password management software. I’ve never needed the paid version as the free account is great. Don’t leave home without this.

Cloud storage

Whatever your concerns about online privacy and the evils of companies like Dropbox, cloud storage is the best way of protecting your important documents while travelling. Losing your computer to thieves is bad enough, but what about the work you left on the computer?

All those important documents should live in a safe place, protected by a password, that you can access from everywhere. Anything worth keeping should live in the cloud. If something disastrous happens, you can get back to work right away. Keep your travel & personal documents online in case of emergencies.

I like pCloud and Dropbox because of their easy-to-use interface. They work seamlessly with desktop and mobile devices.

If you’re already using Google Docs, Google Drive’s storage solutions are a natural choice. Drive works well with your spreadsheets, documents, and other applications in the cloud. 

Travel Insurance

Unless living dangerously (and foolishly) is part of your travel manifesto, travel insurance should be an essential item on your list. If you haven’t already heard, helicopter airlifts, repatriation, and overnight stays in hospitals are expensive. Your digital nomad ventures will need to be a spectacular success if you plan on paying for medical bills overseas yourself. 

And make this doubly important if you travel to the USA, where travelling without medical insurance is financial suicide.


Before you skip this part (I probably would as I know enough about finding accommodation to skip other people’s recommendations), hear me out.

This isn’t an accommodation recommendation sales pitch. What new digital nomads often forget is that their choice of accommodation should be in line with their digital nomad goals. 

  • Don’t stay near loud nightclubs.
  • Try to find a hotel or Airbnb with a desk, tabletop, perch, or standing desk to work from. This makes things easier for getting work done when cafes/coworking space are closed, or when it’s raining, or when you can’t be bothered to go outside. Sometimes your apartment is the best places to work from.
  • Choose a location near cafes and coworking spaces (or wherever you prefer to work). There’s no point grabbing a cheap deal in the middle of nowhere and then having to endure a long commute every day. 
  • Make sure the apartment or hotel room has wifi. Some don’t, and even in 2020, some hotels offer terrible internet connections. Ask ahead of time to find out if the internet speed is (digital nomad) adequate and what the restrictions are.
  • Stick with one or two online portals for booking. The more you use a portal, the more loyalty points you get. You’ll also learn to get the most out of the service. Stick with a couple of websites and don’t waste too much time checking everything on the internet.


In recent years, Skype’s service has degraded to where I barely use it anymore. It lives on because most people have an account and are unwilling (or unable) to change to something else. Instead of Skype, I recommend the following online communication tools.

  • Zoom (free + paid) – A video conferencing tool that offers webinars, collaboration, chat, and voice calling
  • Viber (free) – Voice, chat, video.
  • FaceTime (iOS only) – Voice and video 
  • Signal – secure, encrypted, non-tracking and free
  • Telegram – like Signal, but better known, Telegram is free and offers voice communication for people worried about privacy.

Language Skils

Google Translate has saved me from some tricky situations and broken the ice in meetings that would otherwise never have thawed. I try not to rely on it, especially if I’m practising the language but it can be a big timesaver (and educational tool).

For more advanced language hacking read my comprehensive article on the language learning tools. Short on time? Grab these apps:

Packing List

This digital nomad packing list is the one I’ve been using for the past 4 years. I’ve been travelling for over 20 years and have picked up a few tips (which I recommend you read). These tips, combined with the packing list, and my essential digital nomad tools list should get you started.

Digital Nomad Checklist | A list of the important stuff for location independent travel and work.
Digital Nomad Checklist | A list of the important stuff for location independent travel and work.

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