Thank you for sharing your dream with us. Please take everything that I share back to the Holy Spirit as He Alone gives the accurate interpretation.
First, I only focused on the dream aspect. I purposely did not read what you added in brackets. So this interpretation will be solely on the dream content.
As you get comfortable with this man (or what he represents)and/or learn from him, you will be surprised by the “dirt” that will begin to appear. Did you get that? Some skeletons in the closet will begin to materialize and it is up to you to take it to the Lord to discern if it is a warning to run or to pray proactively. I’ll recommend to begin to pray about this now.
After writing the above, I decided to read what you had written in brackets. One might say that you dodged a bullet. It is up to you to ascertain if he is someone to have as a spiritual leader and/or emulate as the “dirt” would reveal itself. The interpretation above still stands.