Hmmm, must be northern Dutchess. I can't ever remember even hearing the name and I've worked in Dutchess.
How should I approach the prosecutor? Do they generally speak first and offer a deal...
It's impossible to say - every court, every prosecutor is different. I've even seen the same prosecutor handle things totally differently depending on what day of the week it is and what judge is on the bench that day.
or do they first gauge what kind of defense will be offered and go from there?
You're kidding, right? 99.9% of motorists either have no defense or a completely silly one (e.g. my car can't go that fast).
Without actually seeing the supporting deposition it's hard for me to say, however since the depositions are done roadside the vast majority of the ones I have seen are woefully inadequate and would probably provide a means to fight the charge at a trial. But I would really hesitate to advise you to go to trial especially since I do not know the court.
Whatever approach the prosecutor takes I would just say don't be rushed or bullied. If you don't understand the offer ask for an explanation before you take it or reject it.
In your case I can really only see three possible reductions you would be offered...
1) a reduction in speed. Your goal is to avoid the DRA so this would work for you in that regard although it's far from ideal.
2) disobey traffic control device (VTL 1110(a)) - a very generic type of infraction with the minimum number of points (2). I would say this is most likely.
3) a parking violation (VTL 1201(a) most likely - "parking on pavement") - expect a decent fine but no points.
How is your driving record? The court MAY have an abstract of your record when you come in so don't lie about it if asked. Also, don't be afraid to ask for what you want. An ACD or similar is probably not even worth pursuing, however option #2 above is very much within reason in most courts. If the prosecutor offers a reduction in speed then you can counter with "I have a good driving record, how about an eleven ten A (1110(a))" and you may very well get it.
If you have any more specific questions please post. Right now I can't think of anything else to add after a LONG day at work.