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20 Years Living in Italy: What I Wish I Knew Sooner

Gregor Brown 9,198 4 days ago
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Everyone dreams of moving to Italy, but after 20 years here, I can tell you—it’s not all wine, pasta, and sunsets. Life in Italy as an expat has its perks: the slower pace, strong community, incredible regional diversity, and daily espresso rituals. But it also comes with challenges—bureaucracy that feels stuck in the '80s, high taxes, rising costs of living, and cultural differences that take time to understand. From navigating the infamous paperwork at restaurants to realizing that social circles are tighter than you’d expect, moving to Italy isn’t as simple as just packing your bags. That said, it’s never been easier to make the leap. With new digital nomad visa options, remote work flexibility, and online expat communities, settling in Italy today is more accessible than ever. I break down the biggest misconceptions, culture shocks, and what I wish I knew before moving here. 🛵 Want to experience Italy to the fullest? Download the Italy Insider E-Guide now! https://bit.ly/3Zom90m 📧 Newsletter Join my newsletter email list for free travel tips, hacks, and exclusive content. https://gregor-brown.kit.com/53b0eef2d7 👉Ways you can support me: ⭐Join my Patron Inner Circle https://www.patreon.com/c/gregorbrown/membership 🙋🏻Join The Global Insiders for direct travel help and free guides. https://www.patreon.com/c/gregorbrown/membership 📺Watch the next unreleased video by becoming a channel member https://www.youtube.com/@GregorBrown/join 👍 Or simply just give a thumbs up, that's free and much appreciated, too. 🙏And please subscribe for all the latest videos https://www.youtube.com/@GregorBrown?sub_confirmation=1 ✈️ My TRAVEL INSURANCE recommendation 🩺 https://bit.ly/42FeDx0 ⚙ Gear I use for travel: Plug adaptor: https://amzn.to/3HeyMAr Power strip (plug into an adaptor): https://amzn.to/3JefEVP Portable USB Charger (a must!): https://amzn.to/3kzrZcM Italian phrase book: https://amzn.to/3wynZMv Sleep eye mask: https://amzn.to/3IS7u4n Ear plugs for sleeping: https://amzn.to/3IMOUuu Toiletry Kit bag (I got the camo one): https://amzn.to/3Z2AM6B Travel Bottles for Toiletries: https://amzn.to/3xT3WZN ...or get clear refillable ones: https://amzn.to/3ktjEHU Samsonite hard shell luggage: https://amzn.to/404ZlRa Rimowa Essential Cabin Luggage: https://amzn.to/3b1v94l (If you buy using this links above, I receive a commission via the Amazon Affiliate Program.)

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