What It's Like to Work Online and Travel with Remote Year

Feeling exhausted and uninspired at work? Maybe it's time for you to take a one-week, one-month, or one-year work-travel "workcation!"

Sam Pessin is the Co-Founder and CEO of Remote Year, a community-based work and travel company on a mission to help online professionals live and work from 30+ countries around the globe. Having grown up as a global citizen, traveling the world with his parents, Sam knows a thing or two about the power of experiencing new cultures and stepping outside your comfort zone.

In Episode 129 of Badass Digital Nomads, Kristin and Sam talk about everything Remote Year has to offer, from week-long retreats helping you recover from work-related burnout to year-long remote work and travel programs. You’ll gain insight into how Remote Year chooses the best locations for digital nomads, Sam’s favorite travel destinations around the world, and how he stays productive while running an international online business.

As Sam so wisely says, “People who are in more inspiring locations and enjoying their day-to-day life and weekends… will be more productive at work.”

Whether you're interested in a 1-week, 1-month, or 1-year remote work-travel program, Remote Year has options for you. Tune in to find out which experience is right for you!

Get a $100 marketplace credit when you join Remote Year through Badass Digital Nomads. (Note: You must use this link and fill out a referral form upon arrival to qualify for the credit.)

EPISODE 129 TOPICS DISCUSSED:

• Remote Year Retreats: Escape work life for a week with their workless travel programs. [1:52]
• The inspiration behind Remote Year. [6:24]
• What it’s like to grow up in several different countries. [12:07]
• Common concerns and hesitations people have when considering a remote work and travel lifestyle. [17:13]
• How to get approval from your boss to work while traveling & How Remote Year can help. [19:13]
• Use corporate retreats as a way for your company to reconnect, build culture, and build strategies with your employees. [22:28]
• How Remote Year chooses ideal travel destinations for remote workers. [30:39]
• Cities and countries you can travel to with Remote Year. [33:11]
• Combatting the expat bubble + the power of getting out of your comfort zone with other digital nomads. [33:57]
• The impact of the COVID-19 pandemic on Remote Year and other travel companies. [40:59]
• Tips for staying organized, focused, and productive as an online business owner. [46:32]

QUESTIONS ANSWERED:

• What is Remote Year? [1:00]
• What’s a typical day in the life on a retreat compared to a work program? [5:05]
• What countries have you lived in and how has that changed your global perspective and your lifestyle? [10:31/12:07]
• What is your earliest travel memory? [13:30]
• What types of people sign up for Remote Year programs? [15:47]
• Do coworkers, friends, or families often travel together in groups? [22:28]
• How do you get reliable internet and data connectivity abroad? [25:27]
• Do you work with locals of the countries you travel to? [38:41]
• And much more!

LIGHTNING ROUND: 

• Favorite country for remote working.
• Favorite country for rest and relaxation.
• Most underrated destination.
• Tips for staying focused, organized, and productive while traveling. 
• Favorite notes and productivity apps. 

RESOURCES

Get a $100 Remote Year marketplace travel voucher when you join Remote Year through Badass Digital Nomads. (Note: You must use this link and fill out a referral form upon arrival to qualify for the credit.)

► Start your first side hustle with online freelancing: Use code QUITYOURJOB for $100 off Kristin's online course, Freelance to Freedom. 

Related Videos:

• How I See the US After Living Abroad for 15 Years [CULTURE SHOCK] 
• How to Get Paid $10k to Work From Home
• Digital Nomad Visas EXPLAINED: The Best (and Worst) Remote Work and Travel Permits

Related Podcasts:

• How to Travel the World Full-Time with Remote Year Founder, Greg Caplan
• Quitting Your Job to Start an Online Business with Mitko from That Remote Life
• How to Make Money Blogging on Medium with Tom Kuegler

Productivity Apps:

• Evernote
• Slack
• Things
• WorkFlowy

Sam’s Favorite Travel Destinations

• Sharm El Sheikh, Sinai Peninsula, Egypt
• Croatia
• Spain
• Ljubljana, Slovenia

Connect with Sam & Remote Year:

• Visit Remote Year’s Website (Mention Badass Digital Nomads for a free $100 travel voucher.)
• Follow Remote Year on Instagram
• Connect with Sam on LinkedIn

Connect with Kristin: 

• Follow on Instagram
• Subscribe to Traveling with Kristin on YouTube 
• Subscribe to Digital Nomad TV on YouTube
• Follow on Medium
• Follow on Clubhouse @KristinWilson
• Join the Badass Digital Nomads Facebook Group
• Search All Podcast Episodes on www.badassdigitalnomads.com

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Special thank you this week to Dave Bowman who bought us 3 coffees!

Support the Badass Digital Nomads Podcast:

• Buy Me a Coffee
• Become a Patron
• Leave a 5* Review
• Buy Official Merch 
• PayPal Tip Jar

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Thank you to our Traveling with Kristin/Badass Digital Nomads 2021 Patrons: Teklordz, Walt, Shawn, Richard Y, RZ, Craig S, Colin, Heather, Karen, Kiran, Scott, Michael and Annie, Issac, Mike M, Yasmine, Erick M, Yohji, Gary R , Ron, Gary, Ray, Henry L, Kelly, Alejandra, Keith, Stephen, Henry M, Warren, James, Daniel, Javier, Gary B, Emily, Rich, Aisha, Phil, Anthony, Anna, Jennifer, Kathleen, Natalie, Dave, Brian, Christopher, CJ, David, Mike, Kathleen, and Chip.

Special welcome to our newest Patrons from September/October 2021: Shelly, Paul, Ron, and Andy 

❤️ Become a Patron for $5/month at Patreon.com/travelingwithkristin

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