No Stupid Questions

Are you able to spend a lot of money on it? Last I checked, there were a few places in the EU that had a citizenship track if you purchased substantial property. So if you're in position to buy a nice house, that's an option. I think Portugal is the most approachable cost-wise. But it's been a while since I looked at this so I'm sure things have changed.

Several countries will allow extended student visas, even if you only speak English. I think Sweden allows this.

Then of course there's the easy way: marry a Canadian.

There are a few weird historical rules which may be useful. For example, if any of your ancestors were Spanish Jews who were expelled in 1492, you may be entitled to Spanish citizenship. The same might go for Portugal.

Your best bet is through a company. If you have a reasonable job opportunity, familiarise yourself with the work visa and residency procedures. Your future employer will likely help you in the process.

However, the economy currently is tough also in the EU, so you’ll need to find a nice.

Job visa or student visa

You could do your bachelor's in the EU. In that case, I believe the easiest way is by searching for universities that offer studies in english. The university I work at offers a master's in computer science in English but the bachelor's is in German. Most international universities also have offices that can help you with organizing your stay and visa.

One potential avenue is getting a job teaching English in another country. I've known a few people who did that for a year or two after college and enjoyed the experience. I think the pay is not great, and you're stuck in a classroom teaching a lot of the time, but it's a relatively straightforward path out of the country and into a life somewhere else, and with a company involved to expedite the process because they want to make money from you working ASAP.

Getting your BS in CS can potentially help you as well, depending on the country you want to move to. Not an expert but when I was looking into this awhile back I found various countries will give preferential treatment based off things like education and skills. Being a college educated SWE or whatever can make you more appealing to immigration authorities.

Do you have ANY Italian ancestry? Even fairly distant like 100+ years ago? Irish grandparents?

Other than that it's gonna be tough bud.

Not EU but there's ways to do remote work in other countries... Look into some "digital nomad" communities although they often come across as gross privileged fucks who just want to exploit lower costs of living and not try to fit in at all.

Just show up in Belgium. Ask for asylum. If you're denied, just stay. Belgium does not deport asylum seekers that got denied, you get access to unemployment benefits, free (for you) education, etc.

Look up “working holiday visas” if you’re under 30. It’s a process to encourage people to get world experience while they’re young. I’m sure if you found somewhere you liked you could then try and get something more permanent.

People focus on citizenship but you could just relocate in a EU country, stay as much as you can, then switch country: Portugal, Spain, France, Italy are more than ok, Croatia is growing.
The most important thing to focus on, to me, is what kind of work you can do

Some countries are easier to get into than others. Start researching which ones have a path that could work for you.

Most are pretty strict but some are more open. If I recall correctly the Nordic countries may be a little easier, but don't quote me on that. It's been a long time since I accepted that this country had successfully trapped me here.

Make sure to research expected pay in your desired target countries. I was shocked when I saw the difference between compsci job salaries in the US and Italy. Can adjust for cost of living differences but it was still a significant decrease. Would be good to be aware ahead of time and not surprised if you're not happy with the salaries presented.

if you go to estonia you don't learn Russian

University fees for foreign students can be very high. For example, I think the fees at Edinburgh university for a foreign student are 3 times the cost for English students, and almost 9 times compared to Scottish students. I’m going from memory here so I could be off a bit.

Go as a student and find a spouse while you're there for the easiest way to stay after you're done with school.

As everyone else said, the most viable paths into a developed country are work and studying, so you'll need to find one of those. You'll later need to go through (as I have heard) grueling visa procedures, but before any of that you have to get a job or get into university in the country you wanna go to.

By the way this is complete conjecture on my side and I'm only putting it out there so someone who knows more about these things can confirm or deny it, but maybe it'd help if you knew the language of the country you're trying to get into?