I can't think of better jobs to automate than middle management. They cost inordinate amounts of money compared to rank and file workers, and they usually don't produce jack shit. They're glorified taskmasters sans whip.
After testing AI for a bit, it mostly seems to be peak bullshitting, where everything's sourced by Trust-me-bro even if said otherwise. Rank and file workers would never get away with that.
A good middle manager is worth their weight in gold. There's nothing like working on a job where everyone's roles mesh together perfectly. Where pertinent information flows down efficiently, and where minor problems are crushed ruthlessly before they can grow into major ones.
Unfortunately, most middle management are not that good. Others are stymied by not being given enough autonomy to actually do their jobs well.
A poor manager is as welcome as a muck spreader at a garden wedding. The best thing you can do is try and keep them away from anything important, and contain the stink.
Well, that just means your boss and his boss aren't just glorified zoo keepers and actually contribute something to the bottom line.
Many of them don't, however. My very own superior definitely falls in the same category as yours. He's someone who leads by example and isn't afraid to get "down in the trenches", so to speak, so he has my utmost respect.