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Early Retirement in Italy: Choosing Meaning Over Money in Midlife with Dan Kidson

Early Retirement in Italy: Choosing Meaning Over Money in Midlife with Dan Kidson

Update: 2025-06-17
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In this episode of the Armchair Expat podcast, Dan shares his journey from a corporate career in the U.S. to pursuing his dream of living in Italy. He discusses his love for travel, the challenges of finding a home, navigating the visa process, and the cultural immersion he experienced in his new community.


Dan also highlights the bureaucratic hurdles he faced while purchasing a property and the ongoing renovation challenges, all while emphasizing the importance of community connection in his new life abroad.


In this conversation, Dan shares his experiences of living and renovating a property in Italy, emphasizing the importance of hiring an architect, understanding the true costs of property acquisition, and the unique lifestyle in a small Italian town. He discusses healthcare, the cost of living, tax incentives for residents, and the challenges of navigating bureaucracy. Dan also reflects on cultural adjustments and the joys of traveling across Europe, offering advice for those considering a move abroad.


 


TIMESTAMPS


00:00 From Corporate Life to Italian Dreams


03:05 The Journey to Finding Home


06:12 Cultural Immersion and Community Connection


09:00 Navigating the Visa Process


12:06 The Search for a Home in Italy


15:09 Overcoming Bureaucratic Hurdles


17:47 Renovation Challenges and Community Life


30:01 The Role of Architects in Italian Renovations


33:28 Cost Considerations in Property Acquisition


37:27 Living in a Small Italian Town


40:02 Healthcare in Italy: A Personal Experience


44:02 Climate and Daily Life in Basilicata


45:04 Cost of Living Comparison: Italy vs. the US


47:22 Tax Incentives for Residents in Southern Italy


49:00 Navigating Bureaucracy: Driving and Residency


51:03 Cultural Adjustments and Lifestyle Changes


55:03 Traveling Across Europe from Italy


56:37 Advice for Those Considering Moving Abroad


CONNECT WITH DAN


Instagram


***


This episode is brought to you by International Living—trusted since 1979 to help people like you live better, spend less, and move smartly overseas. Their guidance has helped thousands find their perfect corner of the world—from coastal Portugal to mountain villages in Mexico.


Right now, they’re offering listeners a special freebie: when you sign up for their daily postcard e-letter, you’ll get a sneak peek in their brand-new book European Living: The Complete Manual for Americans Over 55


Check out your free chapter: The Loophole That Allows You to Live in Europe 360 Days a Year Without a Visa


Sign up here to grab your free chapter: https://intliving.com/eu360 


Big thanks to International Living for supporting the show—and for inspiring so many of us to think beyond borders!


***


Armchair Expat is hosted by Shannon Acton, founder and Chief Bargain Hunter of Bargain Homes Abroad



 


If you enjoyed this episode, please like, subscribe, and leave a review. It helps us reach more future expats and keep these stories coming.


 


ENTER THE REVIEW CONTEST: https://www.bargainhomesabroad.co/reviews


 


If you're interested in sponsoring or partnering with Armchair Expat, please reach out to Shannon at the following email: info AT bargain-homes DOT com

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Early Retirement in Italy: Choosing Meaning Over Money in Midlife with Dan Kidson

Early Retirement in Italy: Choosing Meaning Over Money in Midlife with Dan Kidson

Shannon Acton