I know the safety police will be all over this one. I personally wouldn't cut off a ladder (no place to run), but, if you were going to do it that set up would make it a lot easier to move from tree to tree.
If you had occasion to have to move a ladder from place to place a lot, that would be something to think about.
why pruning so high up, visual? i recently cut overhanging branches on a long driveway with an extendable power pole pruner while i was in fel bucket with a dependable tractor operator. not recommended by safety police, but i feel safer than negotiating a chain saw while on ladder, asking for trouble imho.