If you have experienced bomber pilots, each assigned a specific area or target to hit, then I'd agree you can do alot of damage with 1,000 lb bombs. 1,000's also give you more tactical flexibility if you get on site and need to drop Hangars instead.
But mission like this last large mission you often have a very mixed group of buff drivers, and unless you are assigning "lanes" and "spans" for individual bombers to target, or are trying to have all bombers dropping on the lead bomber (like FiLtH's mission was looking to do) then I think you will have better luck with lot's of 250's or 500 lb bombs dropping from the sky than a few 1000 lb bombs.
It is a "shotgun" approach. It only take 250 lbs ord to drop 1 strat structure.
You should also climb and get on target much sooner with the lighter overall bomb load. And strats only need to be dropped below 50% to be a success.
And with a group that big Friday night, with proper salvo and delay settings, the bomb wing could have flattened 3 seperate strat factory/city targets easily. Much harder to do en mass with 8 - 1000's by B-24 that need to be placed properly by each pilot to have the effect (lanes and spans again) to prevent too much overlap, and only dropping 2 or 3 salvos per target, or 12 - 500's by B17 or B24 by salvoing 4 salvos at each target, or 16 - 250's by B-17's salvoing 5 or 6 per drop.
And many blast craters does look a little better than a few big ones.
But, maybe the blast radius of 1,000's would work well enough to effect a broad enough area at the target. Depends on code and model in-game.
As to Lancs. I just don't like them for most missions. Very slow, very poor defensive fire. We would have been torn to pieces by those massed 163 interceptors if we had been in Lancs.... all attacking from underneath our formation. The guns on the B-17's and B-24's much better at handling enemy fighters.
I wish we still had night..... big Lanc missions would be fun then.....