In this episode, we talk with Maya Middlemiss – founder of Remote Work Europe and an e-Residency Envoy for Estonia – about her journey into remote work and how Europe’s unique landscape is shaping the future of digital nomadism. From the cultural quirks of working across borders to the power of in-person events like the Nomad Summit in Tallinn, Maya shares insights, challenges, and opportunities for those ready to take the leap.

We’ll also cover:

• How Maya’s own journey started as a young mother working from home in 2000
• The complexities and rich diversity of remote work in Europe
• The rise of Estonia’s e-Residency and what it means for location-independent entrepreneurs
• How to plan and thrive in the evolving world of remote work

Key Takeaways:

• How Europe’s cultural diversity shapes remote work opportunities
• Why in-person events remain crucial for building lasting remote relationships
• Maya’s personal insights on moving from home office to cross-border freelancing
• The latest on Estonia’s e-Residency and digital nomad visas
• How the Nomad Summit in Tallinn is creating real-world connections for remote workers

Relevant Links:

• Nomad Summit Remote Work Edition Estonia 2025: https://www.nomadsummit.com/remote-work-edtion-estonia-2025/
• Remote Work Europe: https://www.remoteworkeurope.eu/
• Maya Middlemiss on LinkedIn: https://www.linkedin.com/in/mmiddlemiss
• The Radio Vagabond Podcast: https://theradiovagabond.com/
• Sponsor: Visit Estonia – https://www.e-resident.gov.ee/ and https://www.e-resident.gov.ee/nomadvisa/
• The Radio Vagabond (Palle Bo) https://theradiovagabond.com/link-tree
• Episode produced by Radioguru https://radioguru.co.uk