How about a middleground solution: Live close to SF (say San Mateo, ~30 mins to SF)? That way you can get dedicated room for office and be in proximity to the city.
Still EXPENSIVE as hell, and no big open spaces to yourself, but also still not a quick stroll to all the world-class amenities of SF.
Maybe it varies for other people, but when i think of "live in to enjoy the city" i think 2 blocks from enough food to never cook again, new bars every friday, a quick transit ride to almost any activity i could want - and no car ownership needed. Its a lifestyle of living out of the city as a communal space, not a destination to visit on weekends.
Well it comes down to personal preferences. For me, SF is unhabitable due to crime, shit + syringes, homelessness, and the fact that it's a ghost-town on weekends.
Combining that with the fact that we don't do bars, we cook and need car ownership so we can do hike-trips...
Still EXPENSIVE as hell, and no big open spaces to yourself, but also still not a quick stroll to all the world-class amenities of SF.
Maybe it varies for other people, but when i think of "live in to enjoy the city" i think 2 blocks from enough food to never cook again, new bars every friday, a quick transit ride to almost any activity i could want - and no car ownership needed. Its a lifestyle of living out of the city as a communal space, not a destination to visit on weekends.