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how easy is it for an english speaking male to gain work elsewhere in europe
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It depends on what kinda work you're looking for of course, and every situation is different. My buddy got a job as a bouncer at a bar in Rome (The Drunken Ship) when he was over there for 5 months. The bar mostly attracted students from the States, Australia, UK, and Ireland, so being a native english speaking person helped. So thats what I would reccommend, use your English as an advantage soemwhere.
As for the hostel question, I don't know what to say there. I think most of them have limits on how many nights you can stay in one. I guess you could move from one to another all throughout whatever city you were calling home for the 2-3 months.
Hope this helps.