A New Life in Italy

Thinking about moving to Italy but not planning to retire?
Then at some point, probably soon, you'll face the question: what am I actually going to do for work?
In this episode of A New Life in Italy, Samantha Wilson sits down with Aisling, an Irish expat who moved to Italy, changed careers in her late 30s, and built a successful freelance business teaching English to corporate clients.
If you’ve ever considered teaching English in Italy, freelancing, or starting over in a new country, this episode gives you a real, honest look at what it actually takes.
Because the truth is… it’s not just about speaking English.
It’s about qualifications, bureaucracy, relationships, and building something sustainable over time.
Aisling shares her 10-year journey from working in the arts in Ireland to teaching business English in Milan, and eventually creating a flexible, location-independent career from her home in Tuscany.
You’ll learn how she got started, what surprised her most about working in Italy, and why relationships matter more than resumes in the Italian business world.
This episode is essential listening if you are planning your move to Italy and want to understand how to realistically support yourself once you arrive.
What You’ll Learn in This Episode:
How to teach English in Italy and what qualifications you actually need
The difference between working for a language school and freelancing
How to set up a freelance business in Italy, including Partita IVA
Why you need a commercialista and how taxes work for freelancers
How to find clients in Italy and why networking is everything
The reality of Italian bureaucracy when starting a business
How long it takes to build a stable income as an expat
Why business English is one of the biggest opportunities in Italy
How COVID changed remote work opportunities across the country
What it really takes to build a sustainable career in Italy
Who This Episode Is For:
Anyone planning to move to Italy and needing to work
Expats considering teaching English in Italy
Freelancers and remote workers looking to relocate to Italy
People changing careers later in life and starting over abroad
Listeners who want a realistic view of working and living in Italy
Resources Mentioned:
Aisling’s book: Freelance English Teaching in Italy: How to Find High-Paying Clients and Build a Sustainable Career
If you’re serious about moving to Italy and want expert guidance on visas, relocation, or building your life here, you’ll find everything you need at Smart Move Italy.
And if this episode helped you, make sure to follow the podcast and share it with someone who’s dreaming about their own life in Italy.
Because this move is possible… when you know how to do it right.
Mentioned in this episode:
Sentire Media Website
APP Link
Sentire Media Website

You’ve planned it, dreamed about it, and finally made the move to Italy.
But what happens next?
In this episode of A New Life in Italy, Samantha Wilson shares the real experience of the first 30, 60, and 90 days after arriving in Italy. This is the phase no one fully prepares you for and where most people feel overwhelmed, stuck, or unsure if they made the right decision.
If you are planning your move to Italy, currently applying for a visa, or have recently arrived and feel like things are harder than expected, this episode will help you understand exactly what is happening and how to move through it with clarity and confidence.
This is not about the dream. This is about building your life in Italy.
In this episode, you’ll learn:
What the first 90 days in Italy actually feel like beyond the excitement
Why emotional ups and downs are completely normal after moving abroad
How Italian bureaucracy really works and why nothing seems to happen in a straight line
The biggest mistakes foreigners make after arriving in Italy
How to approach your first 30, 60, and 90 days with a clear and simple plan
Why loneliness can show up even when you’re living your dream
How to stop feeling behind and start building your life with confidence
Topics covered include:
Moving to Italy for foreigners
Living in Italy after relocation
Permesso di soggiorno process explained
Italian bureaucracy and settling in
Expat life in Italy
Emotional challenges of moving abroad
Renting vs buying property in Italy
Cost of living in Italy for newcomers
Public transport vs owning a car in Italy
Listener Questions Answered:
Should you buy property in Italy before moving or rent first?
How much money do you need for your first year living in Italy?
Do you need a car to live in Italy or can you rely on public transport?
If you’re in that in-between phase where the dream has become real life and things feel harder than expected, this episode will help you reset, refocus, and move forward.
Ready to move to Italy with clarity and support?
Download our free visa guide or explore how we can help you with visas, relocation, and property at Smart Move Italy.
If this episode helped you, share it with someone who is planning their move to Italy.
And don’t forget to follow the show so you never miss an episode.
Mentioned in this episode:
APP Link
Sentire Media Website
Sentire Media Website

You’ve planned it, dreamed about it, and finally made the move to Italy.
But what happens next?
In this episode of A New Life in Italy, Samantha Wilson shares the real experience of the first 30, 60, and 90 days after arriving in Italy. This is the phase no one fully prepares you for and where most people feel overwhelmed, stuck, or unsure if they made the right decision.
If you are planning your move to Italy, currently applying for a visa, or have recently arrived and feel like things are harder than expected, this episode will help you understand exactly what is happening and how to move through it with clarity and confidence.
This is not about the dream. This is about building your life in Italy.
In this episode, you’ll learn:
What the first 90 days in Italy actually feel like beyond the excitement
Why emotional ups and downs are completely normal after moving abroad
How Italian bureaucracy really works and why nothing seems to happen in a straight line
The biggest mistakes foreigners make after arriving in Italy
How to approach your first 30, 60, and 90 days with a clear and simple plan
Why loneliness can show up even when you’re living your dream
How to stop feeling behind and start building your life with confidence
Topics covered include:
Moving to Italy for foreigners
Living in Italy after relocation
Permesso di soggiorno process explained
Italian bureaucracy and settling in
Expat life in Italy
Emotional challenges of moving abroad
Renting vs buying property in Italy
Cost of living in Italy for newcomers
Public transport vs owning a car in Italy
Listener Questions Answered:
Should you buy property in Italy before moving or rent first?
How much money do you need for your first year living in Italy?
Do you need a car to live in Italy or can you rely on public transport?
If you’re in that in-between phase where the dream has become real life and things feel harder than expected, this episode will help you reset, refocus, and move forward.
Ready to move to Italy with clarity and support?
Download our free visa guide or explore how we can help you with visas, relocation, and property at Smart Move Italy.
If this episode helped you, share it with someone who is planning their move to Italy.
And don’t forget to follow the show so you never miss an episode.
Mentioned in this episode:
Sentire Media Website
APP Link
Sentire Media Website

Have you ever noticed something strange when you visit Italy?
You eat pasta.
You eat bread.
You eat pizza.
And somehow… you feel better.
People say this to me all the time. The bread doesn’t bother their stomach. The pasta doesn’t leave them bloated. They feel healthier even though they feel like they’re eating more.
So what’s going on?
In this episode of A New Life in Italy, Samantha talks with Dr. Anna Toker, a board certified colorectal surgeon with nearly 30 years of experience studying digestive health. Dr. Toker recently traveled to Italy to explore why people here eat foods many people fear, yet still maintain better gut health and longevity. Dr. Anna Toker-transcript
Together they explore the real reasons behind the “Italy effect” including slower meals, better ingredients, smaller portions, more walking, and less stress around food.
You’ll learn why the Mediterranean lifestyle may be just as important as the Mediterranean diet and why slowing down might be the most powerful ingredient of all.
Listener Q&A
At the end of the episode Samantha answers three listener questions:
• What surprised you most the first time you visited Italy?
• Should you rent or buy when you first move to Italy?
• What is one mistake people make when planning their move?
If you’ve ever wondered why food feels different in Italy, this episode explains why.
Resources Mentioned
Dr. Anna Toker: Find her insights and educational content on Instagram and online.
Connect with Smart Move Italy
If you’re dreaming about your own new life in Italy, Smart Move Italy can help guide you through the process.
From visas and relocation planning to buying property in Italy, the team works with people from around the world who are ready to start their next chapter here.
Subscribe to A New Life in Italy
If you enjoy the show, be sure to follow and subscribe so you never miss an episode.
And if you know someone who dreams about living in Italy, share this episode with them.
Because sometimes the journey to a new life begins with one small idea… and a great conversation.
Mentioned in this episode:
Sentire Media Website
APP Link
Sentire Media Website
APP Link

What if you are not actually short on time… you are just investing it in the wrong places?
In this episode, I sit down with international time management specialist, best-selling author, and life designer Kate Christie for a conversation that is about so much more than productivity.
We talk about ownership. About intention. About what happens when life cracks you open and forces you to reassess everything. And about why “later” is a dangerous word.
Kate shares how she walked away from corporate law, rebuilt her life after profound personal loss, and now helps high-performing women reclaim more than 30 hours of guilt-free time every month. Yes. Thirty.
We dive into:
• Why you cannot “manage” time, only invest it
• The difference between a Bucket List and a Life List
• How grief reshaped Kate’s priorities forever
• The three types of goals every woman needs: Go Big, Go Small, and Go Now
• A 90-second framework you can use today to kickstart any dream
• And how buying and renovating a palazzo in Sicily became the ultimate case study in reinvention
Kate’s story is bold, honest, and deeply empowering. Her message is clear. It might be your turn.
If you have been putting something off, this episode will lovingly challenge you.
About Kate Christie
Kate Christie is an international time management expert, best-selling author, speaker, and founder of Time Stylers. She works with high-performing individuals and teams to help them reclaim their time and redesign their lives.
Her most recent book, The Life List, encourages women to stop waiting for someday and start intentionally living now.
She is currently renovating a palazzo in Alcamo, Sicily while building an “eternal summer” life between Australia and Italy.
Connect with Kate
Instagram
https://www.instagram.com/katechristieloves/
Facebook
https://www.facebook.com/kate.christie.92/
Website
https://www.katechristie.com.au/
The Life List
https://www.katechristie.com.au/books/the-life-list-new/
Palazzo Blueprint
This free resource covers the first five steps of Kate’s powerful goal framework that we discussed in this episode. If you are ready to move from dreaming to doing, start here:
https://palazzo.katechristie.com.au/
If this episode spoke to you, take 90 seconds today and write down one intention and one go-big goal.
And if that goal happens to be Italy… you know I am here to help.
www.smartmoveitaly.com
Subscribe, leave a review, and share this episode with a woman who needs to hear that it might just be her turn.
Mentioned in this episode:
Sentire Media Website
APP Link
Sentire Media Website
APP Link