This is a delicate topic. I would only discuss if the coach brings it up and you have to talk about . You have to be very, very careful what you share. We had two situations where offers (including FA) needed to be discussed with the Coach because it was a critical path issue for us and a lot of money over 4 years.
Situation 1 - D1 College 1 had a placeholder offer (25%). When they found out my son was attending another D1 college's prospect camp (College 2) they upped the offer to 50% and gave him a few days deadline to think it over. College 1 somehow knew College 2 was going to offer. College 1's offer was discussed in general terms with College 2 but it was an apples (baseball scholly $$) to oranges (need based financial aid) comparison. My son handled almost all communication with this situation.
Situation 2 - College 1 and College 2 are in the same D1 conference. Both offer and include need based financial aid (no athletic scholarships $) packages. Both have a very low admission rates. College 1 has a very healthy financial aid package, and it was offered. We discussed the College 1's FA package with College 2 and they matched it and raised it with a $4K yearly merit award. I handled all the communication with the FA office and my son handled the communication with the coaches.
For Sit#2 was it awkward for your boy (or you as well) facing the coaches from College 2?