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The ultimate expat entrepreneur blueprint: Lief Simon & Kathleen Peddicord’s roadmap to a global lifestyle

On the latest episode of the Just Jump Podcast, we had the pleasure of hosting Lief Simon and Kathleen Peddicord. Living a life of adventure, spanning across multiple countries, and embracing the expat lifestyle is a dream for many. Lief Simon and Kathleen Peddicord, co-founders of Live and Invest Overseas, have not only turned this dream into a reality but have also made it their mission to guide others through the process. In a recent conversation, they shared their insights, experiences, and advice for those considering a similar path.

The early years: Adventures across Europe

Lief and Kathleen’s journey began in the late ’90s when they decided to move from the United States to Ireland in 1998, and later, Paris in 2003 and 2004. Reflecting on those times, Lief emphasises the stark contrast between then and now, especially in terms of digital connectivity. In the absence of online banking, managing bills and financial transactions required a hands-on approach, something unimaginable to the younger generation accustomed to the conveniences of today’s internet-driven world.

Kathleen adds that, despite the challenges, they managed to work internationally without causing much friction in their professional lives. Fast forward to the present, the couple observes how digital work has become more prevalent, thanks to improved infrastructure and, particularly, the impact of COVID-19 on remote work.

Navigating overseas living: then vs. now

The conversation shifts to the changes in overseas living over the years. Lief highlights that they moved from the U.S. to Ireland at a time when online banking was non-existent. The complexities of managing bills and financial responsibilities were more challenging, but they adapted. Now, with online accessibility, the process has become streamlined, making it easier for the current generation to explore and embrace overseas living.

Parisian living: a local's perspective

Drawing on their experiences in Paris, the couple advises future expats to immerse themselves in local life. Kathleen shares the importance of learning to shop where locals do rather than in touristy areas. This simple shift in approach instantly makes an expensive city far more affordable, providing a practical tip for those looking to embrace a more economical lifestyle.

Systematic approaches to overseas living

As the conversation delves into practical tips, Lief underscores the importance of establishing systems and infrastructure to make overseas living smoother. He mentions choosing properties with built-in support, like concierges or local staff, to handle administrative tasks efficiently.

Making the move: deciding on Panama

When asked about their decision to leave Paris, the couple highlights the deliberate choice to move to Panama. Lief had found a real estate project in Panama, and the country’s strategic location as the “hub of the Americas” made it a logical choice. The presence of English-speaking staff and the use of U.S. dollars added to the appeal. Moreover, Panama offered tax benefits for their business structure.

Healthcare considerations: a global perspective

Addressing a critical aspect, healthcare, the couple emphasises that quality healthcare is available worldwide, often at more affordable rates than in the U.S. They discuss the intricacies of health insurance for expats, highlighting that planning is crucial, especially as one gets older. Despite initial reservations, they stress that quality healthcare is accessible in many overseas locations.

Key takeaways: planning and embracing local life

Wrapping up the conversation, Kathleen advises prospective expats to ask themselves early on how local they are willing to go, as embracing a more local lifestyle often leads to a more affordable cost of living. Lief reinforces the idea that the level of local engagement has significant implications for one’s overseas experience.

Connect with live and invest overseas

For those intrigued by the expat lifestyle and seeking comprehensive guidance, Lief and Kathleen recommend signing up for their main newsletter on liveandinvestoverseas.com. Additionally, they share valuable insights through various e-letters, covering topics such as real estate and offshore considerations. Interested readers can also explore their books on Amazon, offering detailed perspectives and advice.

Join the conversation: Live and Invest Overseas events

For a deeper dive into the world of expat living, Lief and Kathleen host conferences throughout the year. Attendees can participate in person at various locations or virtually via live-streamed events. These conferences provide a comprehensive understanding of overseas living, featuring expert insights and firsthand experiences.

In conclusion, the story of Lief Simon and Kathleen Peddicord serves as an inspiring narrative for those considering a life beyond borders. Their journey not only showcases the possibilities of international living but also emphasises the importance of strategic planning, embracing local culture, and staying open to the adventure of life as an expatriate.

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