We carried Ursacks for years. For the Long Trail we got two of the Zpacks cuben bear bags, and I got really good at the PCT Method -- but I still had some sucky bear bag hangs. And back home, it's basically impossible to make a good hang in the area we usually hike in (SW Virginia), so I usually just sleep with my food -- but there was a serious problem bear in the area last summer.
I think this essay by Andrew Skurka is right on point in this discussion:
https://andrewskurka.com/2019/argume...ging-bear-bag/
So we'll be getting ourselves a bear canister this spring and we won't worry about it again. Thanks for the discussion of the relative sizes, that helps.