It's usually best to open communication with an email. Please use your full name, it's a courtesy! The written form does force one to think clearly as to the how and when we got here. But that's not STRICTLY necessary. Voice is catch as catch can (see "contact"), but usually much more real information can be contained in a paragraph. Remember the entirety of a federal certification submission is....in writing, text and graphics.
I don't charge to discuss your situation or to assess how deep (or shallow) the "do-do") is. I do charge $120-180 (depends on complexity) to review your documents, and to advise your doctors, $60 per 15 minutes of work time" thereafter, whether that be advising your physicians as to EXACTLY what is needed and why, or the form in which it should take. $60 to contact the FAA directly if the time is right. The actual Physical Exam is currently $120, and is usually necessary if I need standing to call the agency on your behalf.
Please note that the day and age of proximate review for third class is past. Don't ask for it. It's "low priority". Even for First and Second, the agency will try, if it involves a revenue airman, but please don't make an emergency by not getting materials together a good TWO MONTHS ahead of when you are possibly going to be "down".
I DO tell you to engage an attorney if you have lied or omitted, in a substantial way. I will communicate with your counsel. However, frequently, if an omission is inadvertent, you should know that if it does not involve substance or alcohol, FAA will rarely refer your case to the General Counsel, preferring to be reassured that you are FIT to fly.
And, yes, your 1986 possession count DOES get considered by the FAA. Just because it has been expunged, beware, "expungement" is a STATE law notion. It exists, findably, at the agency. Read the question, it does not say, "is there record of". It says, "have you ever, in your life...." If you have any doubt, just think about how it was that Martha Stewart went to club fed.