Waypoint help

I want to practice picking mid (with an awp, from t spawn) at CT's running across mid to b. Is it possible to make them all [100% of the time] go that way, circle around, then do it again?

And in order for waypoints to work, do I have to have a route from T spawn to CT spawn? If yes then I guess I can't do what I said ^

Also what makes a bot just stare at a wall for no reason? It's like it wants to go there but can't, even if a waypoint is in its face.

Yes, you need to make a route from CT spawn to T spawn. They will always pick a random route to try and get to the other team's spawn. (or to the goal)