Interesting to note the excessive trim in the Mason screenshots - akin to poling, though some might say that's too much trim for poling.
I'm very inexperienced with lining and have had mixed success. None of my hulls have a lot of rocker and most have less rocker in the stern. I normally put packs farther back to lighten the bow for lining upstream but a couple times ran into trouble when the bow got away from me and I couldn't pull it back inline without risk of swamping so I'd let go of the bow line and keep hold of the stern line.
Now I only had control of one line and the very heavy and unrockered stern was suddenly facing upstream. Thankfully, because the bow swings out into the river when released, the canoe is set to ferry back to shore as the bow swings downstream. But it always makes me nervous that if that stern were to bite into the current pointing away from shore that I'd be in big trouble.
Alan