The “easiest” would be Israel since my wife qualifies under the Law of Return, but we’re both staunchly anti-Zionist, so… ugh. Right now I’m looking closest at Ireland, since my profession is on the Critical Skills Employment Permit list and I work in a niche that is well-matched to the Irish pharma/life sciences sector. In a pinch I’d lobby for a transfer to my company’s Canadian branch office, but that’s not optimal for a few reasons.
ETA: for permanent emigration, the thing you want to do is find a country where you can speak or at least quickly learn the language, and where you can get employment in a sector that’s on their list of critical needs. In most cases you can’t get a visa that lets you stay and work long-term without first getting a job offer. In terms of flexibility, someplace in the EU has a lot of appeal, since you can work basically anywhere in the Schengen area after you gain permanent residency. Australia and New Zealand are attractive mainly for being well-isolated from all the regional wars that seem like they’re waiting to kick off just as soon as American muscle isn’t backing up NATO or Taiwan, but it’s a lot harder to get those visas.
We’re looking in the same direction, since I qualify under the same program. I’m looking at companies to start communicating with about job opportunities now.