When Monk and Sharona are first getting on the plane, we see a balding, bespectacled, man wearing an orange/brown coat getting on the plane just before them. This is Andy Breckman, the show's creator. See more...
Updates: 
Series 6
Other: In the flashback where Monk is explaining how the money was stolen, the principal finds the 5 dollar bill he wrote "good luck" on and holds it up for everyone to see. The bill he holds is a modern day 5 dollar bill which were introduced in the past few years, with the enlarged Lincoln. The flashback takes place in the 70s.
Continuity: When the kids are standing in front of the lockers, one of them is holding Monk's clarinet. The position of the instrument in his hand keeps changing between shots, from bell-up to bell-down, then bell-up again.
Continuity: In the flashback scene of the kids in the school hallway, the autographed photo of Patty Duke disappears and reappears twice on the inside of Little Monk's locker door as the camera angles change.
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