I'm actually facing this issue

as Sales person

boss expectation and direction really conflict one another

First, he ask me to guess (hypothesis). Then when i presented, he doubt my information and ask multiple question.
Then he ASK me to try ask the customer for confirmation

When I ask, get the confirmation. My boss (confronted) why you go ask these question from customer, you should know by now bla bla bla.

I was like, i dont know this customer at all since I first time handle it, hence no deep interaction. Plus I dont fully grasp the whole process of my boss sales idea

so my manager assist me by giving tip, whatever you do, dont share with your boss during presentation (just said it is confirm by customer) but funny thing is, other colleague doing same task but somehow it is accepted.

hence the downhill demotivated started.