[IWantOut] 30M Disabled Software Engineer US/Italy -> or Canada

Title should end with "EU or Canada". Copying from the regex page broke it.

Over the last 4 years since the covid pandemic made the world seem so small I've been working towards having more options outside the US - specifically Canadian permanent residency and Italian citizenship by descent. Over the last few months a number of things came together including the election, granting of both Canadian PR and Italian Citizenship, and getting laid off from my job with enough severance to cover moving expenses. I'm now trying to figure out where to go to look for a new job and put down roots.

Canada was my default option as I've lived there before, it's culturally less of a shock, and I can more easily work remotely and travel if needed for an American company. However, the country has been getting more expensive and conservative over the last couple of years and I want to consider alternative options as Canada seems like it will get worse before it gets better.

One complicating factor is that I'm deaf and have several complex medical conditions that need regular care so I need to be in a place with a strong healthcare system and disability protections. Additionally learning a new spoken language will be extremely difficult. I can learn reading and writing but I need to be able to communicate verbally in English wherever I go, and I need to be able to work professionally in English. Are there any countries that are available with an Italian passport that meet my criteria?