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ESL Gypsy Blog

Teaching & Surfing in Morocco

Welcome back to ESL Gypsy. Before we get into this week’s post, a big ‘thank you’ goes out to the beautiful and talented Sabrina Leskovsek for sharing her insights on Moroccan travel. This week, we’re going to take you back out on the road to the beautiful town of Taghazout in southern Morocco. Southeast Asia, Mexico, Central and South America have been hotspots for digital nomads because of the awesome quality of life and low cost of living. Parts of Europe are becoming more and more popular too as digital nomads seek to set up camp in places like Spain, Portugal,

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What steps can digital nomads take to weather an upcoming recession?

Welcome back to ESL Gypsy. This week, we’re going to visit some of the implications of the impending recession and how digital nomads can better position themselves for the recession. There has been some back and forth on if a recession is coming. Let’s clear this up. The economy is cyclical. A recession is ALWAYS coming. It’s just a matter of when. After that, a recovery will be coming too. Hopefully the upswings last longer than the downswings. So, let’s look at where we’re at now. Unemployment is the lowest it’s been in decades (3.5%), the stock market is at

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Does the Italian Land Giveaway Make Italy a Good Landing Spot for Digital Nomads?

  The health of the Italian economy has been in question for many years now. Many young Italians see better opportunities in other parts of Europe and are increasingly leaving their home country. Those that do stay, often relocate to the bigger cities in Italy- such as Rome or Milan. This leaves the small, picturesque villages of the Italian countryside in danger of becoming ghost towns. Italy’s especially low birth rate only compounds the nation’s population problems. The Italian government has been aggressively trying to prevent this from happening. Small towns throughout the country have begun giving away land or

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Live Tax-Free in Portugal for Ten Years?

Welcome back to ESL Gypsy. This week, we’re covering an issue that most digital nomads don’t even want to think about- taxes. No one wants to pay them, but being in compliance with the law is an important part of what we do as freelance workers. A lot of messages have come in about living in Portugal and the tax benefits that digital nomads can enjoy while living and working here. The visa requirements for relocating to Portugal have been outlined in previous articles, but this week, we’re focusing on the Non-Habitual Residency status that may be available to foreigners who

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What would you look for in a company if money didn’t matter?

Welcome back to ESL Gypsy. There’s been a ton of content on what people look for in a company and how to select the right company to work for. Most of what has been written centers on the bottom line- the rate of pay and bookings. “Obviously! I gotta make money!” Totally understandable. Everyone has to pay the bills. However, this article aims to examine what we might look for in a job if money didn’t matter. In their recent Facebook post, Jake and Sarah from TeoLeo brought up the subject of goals. Most people cite financial freedom as a

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Does the Non-Lucrative Visa Open Up Spain to Non-EU Digital Nomads?

Welcome back to ESL Gypsy- coming to you today from just outside the Spanish border with Portugal. My decision to settle in Portugal was an awesome, but by no means easy, one. Portugal is a terrific country, but by all accounts, Spain is a great country in its own right. The food, wine, climate, people, and the lifestyle are all tough to beat. In the past, places like Barcelona, Tenerife, and Cadiz have been tough places to settle for non-EU residents due to visa restrictions. Spain’s Non-Lucrative Visa may change all that. This week, I’m going to share some of

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Responding to New Regulations in the Chinese Market

Welcome back to ESL Gypsy. This week, we’re going to deal with the impending regulations in China that are requiring students to finish all online classes by 9pm BJT. Many digital nomads who are making their living teaching English online are teaching for Chinese schools. This new regulation may cause companies to cut classes that finish later than 9pm, leaving many teachers to deal with a what could amount to a substantial shortfall in revenue. In this week’s blog, we’re going to outline some possible scenarios that may play out and how teachers may choose to react to this. Possible

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Applying to Live and Work in Portugal on a D-7 Visa

Welcome back to ESL Gypsy! I was recently interviewed by Bridge TEFL about living and teaching as a digital nomad here in Portugal. I’ve received a lot of messages asking about the visa process, so this week, I am going to break down my experience applying for the Type 1 Visa- also known as the D-7 visa. The Type 1/D-7 visa allows you to live and work in Portugal. You’re not required to leave the Schengen Zone after 90 days, but permitted to stay here continuously. You’re also entitled to apply for Portuguese healthcare (after receiving your Residence Permit) and apply for

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Six Reasons You’re Still Not Ready to Retire…

Welcome back to ESL Gypsy. In our last blog post, we talked about why if you’re teaching online and living as a digital nomad, you may be ready to retire without a huge nest egg. This week, we’re going to turn things on their head and talk about why you might not have enough. Staying in the workforce for a few more years has clear advantages for those looking to retire very comfortably (also known as Fat FIRE). However, even for those who are aiming to retire with less and live modestly (Lean FIRE), there are some very good reasons

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Early Retirement: Why if you’re teaching online, you may already have enough.

I’m a big believer in being retired at an early age. The opportunity cost of retiring early is clearly all the earnings that you are foregoing by leaving the workforce. However, not retiring early also has a tremendous opportunity cost too- the time you spend working in the prime of your life. Living abroad and teaching online is pretty close to retirement. However, many teachers find themselves hustling to make what they need to live- some working 30 to 40 or even 50+ hours per week. Living in America may mean you need to work and save even more to

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