well that's super shady. they likely moved to New York because US laws are a lot more lax than Canadian ones. definitely a good reason to not use Tailscale.
I think you're missing an obvious option: Lenovo supports Linux on all Thinkpads, and the AMD models like the T14 are a great bang for your buck, much less than $2000 even with 3y next business day warranty service.
I've been doing dev on recent Thinkpads for the past couple years, and honestly they're the least hassle of any laptop I've used in the past decade. I've run Arch, Ubuntu, whatever. work great, reasonably priced, excellent support.