Big Pine, those round-trip hike times seem really ambitious, but you know your abilities.
And then traffic in SoCal can get really snarly, and that could put a big crimp in your time. Only maybe this year, with so many not working or working from home, maybe traffic isn't so bad.
That makes the Highest to Lowest I did with Bob Rockwell and his friends a few years ago seem pretty genteel. Rockwell planned it as a commemoration of Norman Clyde's trip 80 years before -- we started from the summit of Whitney (watched the sunrise after sleeping there), hiked down, and drove to Badwater. Took pictures, and then went back to Furnace Creek and had a great dinner in the restaurant.