When the Hitman tries to drown Rachel at the end, she is facing downwards, but in the next scene, which is shown from inside the water, she is facing upwards.
When Ray and Rachel leap from the top of PNC Park Stadium in to the Allegheny River below, their jump across Three Rivers Heritage Trail would be over 63 feet in distance, which is unrealistic. The world-record long jump is only 29 feet 4 1/2 inches held by Mile Powell and set in Tokyo, Japan in 1991.
When Ray meets the Hitman in the diner (with the cops at the other end of the counter) the Hitman tells Ray "The person you're looking for" is Diana Morgan, and Ray says "The Senator." She was a Congressperson at the time; only later on does she announce her bid to run for Senator near the end of the film.
The helicopter pilot incorrectly announces the tow-truck license as "Romeo Tango One Seven Uniform Alpha Sierra" when it should be "Uniform Alpha Nine".
Santos steals a Volkswagen camper van and drives off with it without removing Buyer's Guide documents obscuring the driver's side window.