I think the waypoints are displayed well and give you the right info easily seen. This is the briefing from a Ju52 mission showing the waypoints from take off to landing, pretty self explanatory I think.
I also think that the written stuff that is part of the briefing is getting better (to the right of the map, not included here). This mission is by JadeMonkey, a third party, not done by the developers, and is good fun.
Yep, the host sets the difficulty levels but afaik a pilot can choose whether to have speedbar/aiming assists on or off - I think. We are still learning here