Santiago is wearing 2 citation bars that are not issued by the NYPD. Also, NYPD regulations require that the American Flag bar be worn as the highest citation bar - something Santiago would have known.
Captain Holt wears his Commendation breast bar above his World Trade Center Breast Bar. When the WTC bar is worn, it is worn above all other medals, but below the American Flag bar.
Terry and Charles discuss someone going undercover and they mention Charles being in Annie. He says he played Mrs. Hannigan but in an earlier episode he said he played Daddy Warbucks and he and the girl that played Annie made out during the production.
Captain Holt feels that it is highly unorthodox to discuss work matters in the break room and insists that he, Charles, and Terry move the discussion to his office. The squad, Holt included, regularly discuss work matters in the break room.