How hard should I go in my boss's review?

My boss' director invited me to a one-on-one feedback session for my boss. I have a lot of areas of developments for my boss (even can't understand why he was hired). He's not opinionated nor does he have a clear vision of our projects.

But I don't want to come down too hard, I need my job lol and I like what I do (maybe the team needs more effort).

So how hard should I go on him? Speak the truth?

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