It does sound like your gaming styles are in exact opposition to each other but there is normally a way around this. But he does sound pretty flexible about these things. Personally I would just play him in his own style and bring a fun list. Advise him you don't play to win and just see what happens. He is missing the point of 6th edition if he plays as if its super slimmed down 4th edition.
As for rolling off, that's been the standard way of resolving in game differences since 4th edition so he should be used to using this method of resolution. Its worth bearing in mind that a more perminant clarification of rules should be found after the game and the roll off is really intended to bypass in game issues so they don't cause a problem.
Your toast has been burnt and no amount of scraping will get rid of the black bits.