I try to get up one of the nearby 10K peaks every week or two
I always sleep at the trailhead if I can.
Spending about a day each weekend at a higher elevation (sleeping at a trailhead and hiking) and living at 5,000 feet makes Bob well adjusted to high altitude regardless of his interpretation.
Another person also told me that spending each weekend in the mountains allowed him to be well adjusted to higher altitude.
It seems to me that the above approach would work almost for everybody.
On another hand last year I was able to hike in Sierra only every other weekend and have not noticed any significant effect on my adjustment to altitude.