Level 10
Too many pieces of the puzzle to tell.  Step 1: Get a document that shows what actually happened.  Very few of my clients are savvy enough to really understand what events took place.  This could be ISO or NQSO.  It could be exercise-and-hold or same-day-sale.  Even on exercise-and-hold you'll see a different tax result for cashless vs. strike price paid directly by client with outside funds.
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