With remote work, and an off-grid equipped van, I imagine someone who works from a computer can explore a large swath of the state, and nearby states, to find the right mix of weather and activities.
That said, they'd still likely be based in the Seattle area, and would largely remain subject to its weather conditions.
It was a huge game changer for me personally - it took a while to pick up, but now I actually look forward to the months of December to March (sometimes April) in Seattle, because it means I'm 45 minutes away from good skiing, and a couple hours away from great skiing.
Of course, it's not a spot for everyone, but even if you just do cross-country skiing or snowshoeing, it's totally possible to get "great" weather in the winter here.