This is a very amatureish way to go about it.
History has shown that we like to show off the club with tours of the COE and Q&A's with the actual people who will be involved...i.e. the coaching staff and the player in person.
The CEO, cant be trusted to get everything correct in a sitdown without his subject matter experts in attendance.
He has been here 8 years.
If he doesnt have some idea of how this department functions by now, he doesnt care.
This one is more legitimate.
If recruitment already have someone on the hook, and negotiations have escalated to this level, then yes he should be involved.
Youve only come up with one so far so knock yourself out.