Hey thanks for your comments!
its difficult to pin down one influence. I definitely listened to a lot of Gil. However, Miles modal concepts in kind of blue were probably the most influential in terms of structure. I am also a composer of classical music. So that will always impact my way of making jazz greatly.
Yes, I like to play with expectations of the listener. It is tricky though, as there are many different people and many different ways of making music. In a way what the listener expects is impossible to predict. Hence, I am glad that I was able to reach you!