My name is ***** ***** I am an experienced criminal lawyer.
Sometimes, and this looks like it may be one of them, when a DA seems hell bent on offering a jail sentence
to a defendant who is afraid of trying the case, the best strategy is for the defense lawyer to drag out the case until the DA gets involved in another case he becomes more invested in and will finally give the offer that you want in order to clear the old case off of his desk.
Delay is usually a defendant's friend. Here the offer has gone from 16 months in jail to 90 days. Meanwhile, the defendant has not only stayed out of trouble, but he's become increasingly more sympathetic by taking numerous steps to show his accountability and his willingness to help himself.
The lawyer can start pressing hard for a trial
, but if it's not clear that 90 days is the final offer here and if your son is not keen on risking conviction after trial, where he could get far more than 16 months of prison, in my experience the lawyer is taking the right approach.