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If you’ve ever wondered what it’s really like to work while traveling across time zones, or how travel can reshape your definition of success, then take a listen as my guest Brianne shares her experience building a life that prioritizes freedom, presence, and meaningful connection.
Originally from Canada, Brianne is a writer, speaker, semi-pro swing dancer, and podcast host who has spent extended periods living abroad with her husband.
In this episode, she speaks about her experiences spending extended time in Nicaragua, particularly in San Juan del Sur, and why the country has become a second home. She shares insight into the expat community, affordable lifestyle, and unique destinations like Ometepe and the Corn Islands. Brianne also opens up about the realities of working abroad, including navigating time zone challenges, maintaining routines while traveling, and learning how to create a business that supports travel rather than competes with it.
She also reflects on how her perspective of success has evolved, and how redefining success can lead to greater presence and deeper travel experiences.
Main Points & Some General Points/Stories Discussed
Location: Nicaragua (San Juan del Sur, Granada, Ometepe, Corn Islands)
Travel Topics: Remote Work Realities Abroad & Redefining Success Through Travel
Main Points
- 00:00:00 – Cold Open
- 00:02:21 – Get To Know Brianne “The Person”
- 00:20:32 – Insight on Nicaragua
- 00:42:03 – Get To Know Brianne “The Traveler”
- 01:11:23 – Travel Topic: Remote Work Realities Abroad
- 01:27:20 – Travel Topic: Redefining Success Through Travel
- 01:35:35 – Rapid Fire Questions & 30 Seconds of Glory
- 01:40:01 – Post Interview: Triston on Designing Work Around Lifestyle
General Points/Stories
- Brianne explains why Nicaragua has become a second home
- Brianne discusses the appeal of San Juan del Sur as a small beach town
- Brianne explains why Nicaragua offers a similar experience to Costa Rica at a significantly lower cost
- Brianne reflects on how constantly working affected her ability to experience travel
- Brianne explains how she redesigned her work schedule to allow for greater presence while traveling
- Brianne discusses how travel contributed to redefining her understanding of success and fulfillment
Things to See and Do
Nicaragua
- San Juan del Sur
-Small beach town with strong expat community
-Restaurants, beaches, and walkable town center - Granada
-Colorful colonial architecture
-Historic atmosphere similar to European towns - Ometepe
-Island located in Lake Nicaragua
-Unique volcanic landscape and nature experiences - Corn Islands (Big Corn & Little Corn)
-Crystal clear water and quiet island lifestyle
-Little Corn Island offers a peaceful, nature-focused environment - Local Experiences
-Local baseball games
Connect With Brianne
-Check out her Writing and Podcast: www.brianneroberge.com/
-Facebook: www.facebook.com/itsbrianneroberge
-Instagram: www.instagram.com/itsbrianneroberge
Connect With The Backpacker Society
🎒 Explore more travel conversations at backpackerssociety.com/
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📸 Follow on Instagram: @backpackers_society
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