I've applied to the Naval Academy and to the NROTC Scholarship should I inform my BGO? Also, how much personal information (jobs, comm. service,personal challenges, etc.) does the BGO really want to know?
If you've not already done so, I suggest you read the sticky above on BGOs. It provides a lot of useful information.
If you've applied to USNA, your BGO already knows about you. However feel free to contact him/her. Your BGO knows almost nothing about you, so providing a copy of your "resume"/activities shed can be very helpful.