Will a request for a waiver concerning drugs extend my ship out date?

i have multiple misdemeanor marijuana possession charges and didn't disclose them all because i thought it would make out to be an addict; which i am not. I have been in DEP for about 4 months with 5 more to go. i got a waiver for the one i admitted to and am planning on telling my navy recruiter tomorrow about the others. will the request for the waiver require an explanation for why it wasn't disclosed earlier? will it change my rate which is currently NF program? will it extend my ship out date? And would i have to talk to the drug investigator again? Your help is much appreciated