It's not highly unlikely that outside the direct context of the movie, which is at most a little over a week, that Max has indeed called his father stupid and told him that he does not understand. Haven't we all said those things in our adolescence?
Goofy doesn't like Max's music and want's to bond over High Hopes like he did with his father; it has a nostalgic value for him and he stubbornly wants to keep that feeling going, and wants Max to have it without realizing that the times are different.
It's not impossible for boys to have friends that are girls, and Max never explains WHY he needs to go to Roxanne's at the time. In fact, Goofy is so psyched about the road trip that he keeps consulting the map and it isn't unreasonable to believe that he didn't see Roxanne kiss Max because he was doing that.
Goofy dragged Max on this trip, knowing full well he didn't want to go. His goal was that by the end, Max would come to enjoy the father-son bonding time (which he did), and that by this Max's outbursts would end. The adults in this movie misinterpret Max's actions as calling out for attention and the point of the road trip is to fix that.
The Junction is a very important part of the movie (enough so to have its own track on the soundtrack, despite all the other really short score pieces not being included). This is the junction where one way leads to Idaho and the other leads to California. Since by the context of the movie and of Goof Troop, which shares a canon, we are led to believe that Spoonerville (where Goofy and Max live) is located in the eastern USA, probably in the New England area. Since they're coming from the east, there are many possible places where such a junction would exist while still potentially being on a route that is the same up to that point going to either Idaho or Los Angeles. We are given no clues as to which state this junction is in. It could be in Wyoming or Colorado (very Idaho-directed route), Arizona or New Mexico (more California-directed route), or Utah (neutral). I personally believe the junction is located in northeastern Nevada, coming from the Salt Lake area in Utah (which is not only seen on the map at some point but also is most likely a stop marked on the map, what tourist would just pass right on by) which could lie on both routes and it wouldn't be illogical for a junction to point to the two states (since Nevada touches both the states, and a state is a major marker on a route and it wouldn't be unreasonable to be pointed to on a junction even if it wasn't very close to that state). So it isn't unreasonable to believe that they had not yet deviated from the Lake Destiny route yet, especially since that is the critical point where Max must finally decide to deviate.
Goofy was pretty distracted by the inadvertent hoedown that occurred at Lester's to notice Max throw his hat. He was still dancing and having fun with the other people in the park when Max managed to get out.
Throughout the road trip, Max and Goofy have grown closer. At this point, Max isn't angsty enough toward his father anymore to make such a reply. He is upset, but he isn't in the proper emotional place for this at this point. Though he does get there; when he leans against the car we see him getting more upset. The progress he's made on the trip is being undone by Goofy shutting him out (the opposite of what happened before the trip). He finally reverts to what he was before the trip began when Goofy has not only shut him out but also begins to place undue blame on him for causing the car to roll off (after all, it was GOOFY who never set the brake, Max is 14 and not even old enough to drive, so why should he even think to do it himself?). This all happens so fast that it's hard to catch, but at the time Goofy makes that comment, Max isn't in the sort of emotional state to make such a sarcastic remark. He is just hurt by what Goofy says at that point, though it manifests itself as anger because that's what society says boys should do. He doesn't ACTUALLY reach a state where he would make such a comment until Goofy begins to accuse him.
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