Oh come on guys theres no need to be asses about it. Clearly its not your style, and its frankly not mine either, but if he wants to do it then let him do it. If people really dont want to play the map then they wont play it, he'll realize it and move on to something else. Yall certainly dont need to be helpful, but ya dont need to do anything but ignore him either.
Again this is not my style, but I think its totally unfair to complain about some of the limitations in TF2 mapping and then try to impose limitations on how others can make their TF2 maps. There's few enough people who are willing to put in effort and time to learn how to map and even if you dont feel they should be encouraged, I don't understand why you would feel compelled to discourage them either.
In any case...map idea:
I kinda liked the idea i saw on another thread of having two courses set right next to eachother with a glass wall in between, so the two sides can see eachothers progress.
I also liked the idea of trying to force people to play as different classes. For example the first jump has a low ceiling so that only a scout can make it because soldiers and demos would hit their heads and fall. Then have the next jump require heigth so the player needs to switch to demo (would need to put a spawnroom brush there so they can change and some kinda prompt.)
I dunno how you would incorporate other types of jumps though. If we could filter different weapon damage you could have items that only certains weapons can break so taht youd have to change to that class beforehand. So you could one for the engineer that requires the wrench to break.
The only thing similar right now is to use the OnIgnite thing to force people to be a pyro.
Anyways the basic idea would be to have cap points a long the way. Capping the point opens the next stage up. The more people from each team reach the point the faster it opens and the faster you can advance. That way just having one really good person isnt enough for a team, you need several people to make hte jump with you or youll lose time.