When in the interview room Jake is handcuffed to the bar on the desk. However, every time we cut to Captain Holt Jake's reflection in the glass shows his arms crossed over his chest - impossible with the cuffs on.
The "Medal for Valor" that is the target is actually the NYPD Medal of Honor. The Medal for Valor is on a blue ribbon, the star-spangled green ribboned medal is the Medal of Honor.
Jake attempts to make a copy of Holt's key by pressing the key into a lump of molding clay. Making a copy of a key from clay impressions requires impressions of both sides of the clay, which requires two pieces of clay.
Jake says that he needed to keep talking for 4 minutes to keep Holt distracted long enough for Charles to crack his safe. He only talks for about 3, but the 4-minute timer on his watch beeps.
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. Also, he does not wear the Medal of Valor that is discussed often in this show.
When young Jake is seen in flashback shooting chess pieces on his uncle's porch, the small charges under each piece, used to blast the pieces off the banister, are visible.
Jake starts a massive fire in the bullpen but no smoke detectors, fire alarms, or sprinklers are set off.
This show talks a lot about Captain Holt's Medal for Valor, which can be seen hanging on the wall of his office; however, never during the entire series does he wear the Commendation Bar above his badge.
At the end, Holt is seeing holding an apple covered in chocolate. Holt has mentioned many times how much he dislikes chocolate, therefore would never grab one.