How to Take Your “Gap Year” While Working

DISCLAIMER: This article represents my personal views and not those of my employer or any affiliated organizations.

What roads will a gap year take you down?  - Pixabay

2022 is a “gap year” of opportunity! Are you still sitting in a leased apartment or mortgaged home during the virus crisis? If so, why?

There are many who wanted to undertake this journey before the virus, but were prohibited by outstanding cost, time, or just life.

Most companies are trending to support remote work or hybrid offices indefinitely. I’ve written more about this in my recent article here.

In the post-Corona era, you can have both: Work and life!

My partner Elise and I had wanted to become digital nomads for the longest time. The week New York City went into lockdown, we left. Even with an international flight ban, a plane to Palm Springs, CA and a pickup truck rental did the trick.

You don’t have to forgo a “financial gap year” of your career to be a digital nomad. You don’t even have to leave your country!

Even if you have a significant other or children. There’s something for everyone.

Planning for a gap year  - Pixabay

Useful Gear for Digital Nomads:

So how do you get started?

Leaving home is not a small decision. There is a lot of pre-planning that needs to happen before you depart.

While my perspective is in the U.S. – This could work in whatever country you may call home.

I’ve tried to compile many of these steps below, to make things easier for you.

Figure out where you want to go.

A plan is like insurance. Don’t leave home without it.

Are you planning on getting to your destinations by driving? By air?

A general rule of thumb is planning 3 months in advance.

This is long enough that you don’t have to be panicking, planning where to go next.

However, it’s short enough that if a major interruption occurs (family / work event, etc.) you can cancel your itineraries.

Packing for a gap year trip  - Pexels.com

Check your documentation and registrations.

Is your documentation current?

If you’re driving you’ll need a valid driver’s license (surprise).

Is your license renewed? Is there a risk of it expiring while you’re abroad on your gap year? You don’t want to have to go back to your home state to renew it.

Where will you be receiving mail?

It’s important to have a solid home address for important documents and letters.

This could be your parents’ house/apartment or a P.O. Box.

Services like Earth Class Mail will actually act as a “virtual P.O. Box”, and securely digitize your mail into PDFs. No physical interaction required.

For packages while you’re on the road – Always have a tracking number, and it’s preferable if you’re staying in the same area at least 2 weeks.

Secure your travel plans (including a car if you need to)

How are you going to get to your destination?

Do you own a car?

If so, check your registration. We found that some states may require you to return to the state for emissions testing, etc. You may need to re-register in a state that’s closer to where you are.

In the case you don’t, is renting, leasing or buying a vehicle most cost-effective?

I’ll go into detail on this in a later article. There are big differences, and distinct advantages between renting and leasing. See a helpful Investopedia summary here.

If you’re flying, have you looked up travel restrictions and the quarantine times for your destination city?

Do they require a virus test? Is there a limited visa? If so, how many days/months are you allowed to stay?

Expert Vagabond gives other helpful tips on overall logistics and making money as a digital nomad.

 

Breaking apartment lease  Pixabay

Figure out your housing situation

Are you locked into a lease? When does it end?

Most apartments in big cities will let you break your lease. However you have to think about the cost vs. benefit.

A helpful guide by Trulia here breaks down all the things you should consider when breaking a lease.

You also have the option of waiting out until your lease expires.

If you have a mortgage, you’re in a bit more permanent situation. Lucky for you, home buying is at a record high.

No lease? No mortgage? Not a problem. Continue on to the next point.

Booking digital nomad trips  Photo by Andrea Piacquadio on Pexels.com

Book your first places to stay

During the virus, volume on vacation rentals is ultra-high. You need to book months in advance. The last thing you want is to be is stuck without a lease, and without a place to live.

You would be surprised how quickly places get snapped up. It’s important to keep a wishlist of future stays you wish to book. Some sites will even send you an alert when an item on your wishlist becomes available.

AirBnB not the only option. There are other sites like VRBO that offer a similar service. Here’s a helpful list of other platforms, like Flipkey and Tripping.com, which are all slightly different. You should compare and see what’s best for you.

There are even guides to vacation rentals by yourself, independent of these services.

If you are younger, you may not mind staying at a hostel or co-living space with other people to save money.

Hostelworld is a great resource for this. Just be aware of your requirements for working and living. You’ll want to read reviews and book a location with relatively low people volume.

Moving out for a gap year  - Pexels.com

Move and put your things in a storage locker

Even if you’re not currently tied to a lease, you need somewhere to put your belongings.

You can find some affordable storage lockers if you’re willing to drive a bit out from the city center. If you need a more central location, be prepared to pay more.

Take an inventory of how much “stuff” you have.

The smallest unit most storage facilities offer is 5 ft. x 5 ft. That will perhaps fit one big piece of furniture (not a couch) and a room’s worth of small belongings (such as lamps, clothes, etc.)

The biggest unit is often a 10 ft. x 30 ft. This can fit a couch, a refrigerator, and about 2 rooms worth of “stuff”.

We use a company called StorageMart. This helpful storage comparison site Sparefoot allowed me to find it, which is like the “TripAdvisor” of storage.

Hitting the road!

Have you checked off all these items? Do you have everything together? Congratulations, you’re ready to head off on your “gap year” adventure!

There are plenty more things to learn about working as a digital nomad on the road during the virus. Stay tuned for a guide on that.

In the meantime –

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6 thoughts on “How to Take Your “Gap Year” While Working

  1. I did the digital nomad journey the easy way; I joined a group that did all the planning and arrangements for me. I salute your efforts. Either way, it can be very enlightening.

    • That’s certainly another way to do it! Could see there being comfort in a group that would make all the arrangements. What group was it that you worked with for your journey? We expected our flight from COVID to be temporary, and then it panned out into 3 months, so I decided to throw things into a storage locker and see how long it would last. Now it seems there’s no end in sight for remote work.

  2. My lease ran out in May 2020, and i have been on the road ever since. Mostly, i have been visiting family and friends that I haven’t seen in a long time while i journey around the country. Some even are happy to put me up for a week or a month! My only requirements are needing high speed Internet, as i am sharing large electronic files, and FedEx needs to be able to find me… otherwise, I’m open for almost anywhere! I bought into a travel club many years ago that gives me access to weekly condo rentals on the cheap, so my monthly cost it’s very similar to my apartment rent in Chicago. I’m getting to visit some places i would never normally get to go, so I’m going to enjoy this once in a lifetime opportunity while i can!

    • Eric – Great to hear of others living similar, but different iterations of this lifestyle! Interesting note about the condo program. Do you have to book it ahead like an AirBnB?

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