# How to Teach English in Italy and Build a Real Income Page: https://stenobird.com/podcast/a-new-life-in-italy-6785354/how-to-teach-english-in-italy-and-build-a-real-income Text version: https://stenobird.com/podcast/a-new-life-in-italy-6785354/how-to-teach-english-in-italy-and-build-a-real-income.md Podcast: [A New Life in Italy](https://stenobird.com/podcast/a-new-life-in-italy-6785354) Published: 2026-04-08T09:30:00+00:00 Episode link: https://a-new-life-in-italy.captivate.fm/episode/how-to-teach-english-in-italy-and-build-a-real-income Audio file: https://episodes.captivate.fm/episode/e6ce98d2-be3a-41fe-aa1f-9d08abb82686.mp3 Processing state: not_requested JSON: https://stenobird.com/v1/public/podcasts/a-new-life-in-italy-6785354/episodes/how-to-teach-english-in-italy-and-build-a-real-income Duration seconds: 2430 ## Resource 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 ch… ## Actions - request_transcript: `POST https://stenobird.com/v1/public/podcasts/a-new-life-in-italy-6785354/episodes/how-to-teach-english-in-italy-and-build-a-real-income/transcription-requests` — Idempotently request low-priority transcript generation for this episode. - read_markdown: `GET https://stenobird.com/podcast/a-new-life-in-italy-6785354/how-to-teach-english-in-italy-and-build-a-real-income.md` — Read the agent-friendly Markdown representation of this episode resource. A page view does not enqueue transcription. Agents should invoke `request_transcript` explicitly when they need this episode processed. ## Transcript Full transcripts are not published on public pages unless there is a clear rights basis.