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Through Heather's Looking Glass

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Digital Nomads: Safely Working Remotely While You Roam

May 27, 2025 | Travel

Safely working remotely while on the road as a digital nomad is a skill that some can overlook. There are many challenges with being away from home, including overcoming cybersecurity issues and keeping up a personal routine for work and self-care.

Plan Your Journeys and Stops

Life on the road can be a reason for becoming a digital nomad or something that develops because of the freedom and flexibility offered by remote work. (my fave part!) Combining work and travel can be a very fulfilling life, but it requires some planning. For example, you will need to stop at various places to rest and use certain utilities such as washing machines. Researching RV parks on your journey will make it much easier to care for yourself as you carry on with your journey!

Learn About Cybersecurity

You are somewhat exposed when on the road in more ways than one. Aside from physical safety, there are also cybersecurity issues. For example, a public Wi-Fi system you use will most likely be very insecure. Therefore it is likely you will be hacked if you use these utilities without extra protection like a VPN. Public USB chargers are also exposed to the possibility of hacking. Charging banks are much more secure and ensure you back up!

Safely Working Remotely in Secure Spaces

Nowhere is free from crime, even in nicer places. From a fun run in Boston to a weekend at Disneyland, there is a chance you can still be a victim of theft or worse. A study from 2022 found that 38% of digital nomads have experienced property crime, among others too serious to mention. Always research the safest places to stay when on the road. However, even in hotels, ensure there are cameras, emergency exits, and security.

Establish a Personal Routine

A routine can be your best friend when working away from home or on the road. It can be easy to get caught up in the excitement of the places you visit, and it’s only natural to want to get outside and explore. However, you must prioritize work if you wish to keep money coming in to fund your adventure. Setting work time and boundaries is an easy but powerful way of ensuring work gets done before you have some fun! Of course, set some time for personal self-care, too.

Enjoy Your Roaming Adventure

Okay, so you might be on the road and working. But all work and no play… You know the rest! As a digital nomad, you are in a unique position that most people never get to be in. You can experience something different every day in some of the world’s most amazing locations. So remember to appreciate where you are and take it all in. Meet new people, explore exotic locations, and, of course, enhance your palette by eating as much different food as you can!

Plan your journey and the best places to stop when safely working remotely as a digital nomad. It also helps to ensure that anywhere you stop is secure and that you pay attention to cybersecurity. Remember the unique position you are in and how you can enjoy yourself as well.

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I am Heather Montgomery, a 30 something southern girl living in Knoxville, Tennessee with my husband Bobby, 10-year-old daughter Emma Kate, and our goldendoodles Dolly and Luna. I’m just a regular girl who likes to workout, travel, hang with my family, text, and eat chips and queso. Be sure to check out my “about me” page for more info!
Thank you for visiting, and feel free to contact me with questions, (or for PR inquiries or press trip invites) at Support@HeathersLookingGlass.com.

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  • 5 Reasons to Try a New Way of Travel
  • Experience Superhero-Sized Fun at Gaylord Opryland DC Summer
  • Digital Nomads: Safely Working Remotely While You Roam
  • Tips for Surviving (and Thriving) as a Travel Ball Mom
  • Protecting Your Kids’ Eyes In the Digital Age

 

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😎 90’s summer loading….. If you grew up in 😎 90’s summer loading…..

If you grew up in the 90’s like me, you know we had THE BEST summers. They were simple, but magical. Yes sometimes we got bored and fought with our friends, but the freedom and fun was so memorable. 

In today’s world of screen time and filling every second of the day with “fun” for our kids so they never have to be bored, it makes me sad that they won’t experience what we did. So I am trying to recreate a 90’s summer the best way I can.

Will we still travel? Of course, it’s my job. But when we are home, I’m not filling every second with fun. I’m making her figure it out. Read a book. Do some chores. Then just…go. Play. Be a ten year old while I work. Then in the evenings we can play some more, together, while I tell stories of all the crazy and fun things I did as a kid during those special 90’s summers. ☀️ 🩷

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✨Celebrating 70 years of Disneyland magic!✨ W ✨Celebrating 70 years of Disneyland magic!✨ 
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Steal my 48-hour Pigeon Forge itinerary 🗺️☀ Steal my 48-hour Pigeon Forge itinerary 🗺️☀️
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HAPPY BIRTHDAY @bobbymontg! 🎉 His bday was Fr HAPPY BIRTHDAY @bobbymontg! 🎉 

His bday was Friday, but we have been celebrating all weekend! 

B, sure how I blinked and have now celebrated TWENTY birthdays with you. 💚 EK and I would be lost without you and I hope you felt loved this weekend. 

#birthdayboy #thisis42 #summerbirthday

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