This all assumes there is no change to the quarantine requirements, such that entering Canada from the US is the same as entering from Europe.

But I'll be back in SF on the 25th, and I want to do family Thanksgiving 16 days later, so I'm pretty constrained on when I head North for quarantine. I'll discuss with family again, but I'm tempted to do a 30 day rate at a YVR property that works out to roughly the rent I'll no longer be paying.

On day 14 I'd fly to YYZ, do family stuff, and then fly back to YVR as my base. So beginning Tuesday-ish after Thanksgiving, I can pretty easily hop over to YYC, even on work nights, because I can keep my YVR hotel and get a YYC hotel*. Then I can work from whichever the next day. Weekends still work better for me, but YVR-YYC is a very different dinner/overnight hop than SFO-YYC.

Or you can come to YVR, since your bum schedule is a little more relaxed (though I suspect after being PDT+9, coming back to PDT will make my life a lot easier even if I stop working at noon).

And this is hypothetical enough that I have none of the aforementioned flights booked after FRA-SFO.

* Can I earn stay credit on two overlapping stays in one program? Or is this actually a situation where they'd lose my business because there's no point "double dipping", so I might as well pay for a stay in a different program?