The lines involving Dallas and Houston are the names of two of the four main heisters. Each of the heisters also are representing different styles of heists. It’s a fun way of doing it :P
The Guy you praised so much at 5:20 was The Stupendium, they are really great with Lyrics, Art of Darkness, about the Game Bendy and the Inkmachinem is a great one from them.
The first twobPayday games take place in Washington DC mostly and Payday 3 takes place in New York, hence the "Wolf of Wallstreet" lines. The "from Houston to Dallas" line is a reference to two of their crew members: Dallas, the unofficial de facto leader of the Payday Gang and Houston, his younger brother who filled in as their stealth role while Hoxton was in prison.
3:59 It is a reference to one of the main villains of PAYDAY 2. He is a dentist that is actually a king that has lived for thousands of years shaping humanity in the background. 5:35 He said Vahn Gogh because in that heist they were breaking in to an art gallery to steal paintings. 7:17 OVERKILL is the company who originally created PAYDAY.
The overkill reference was to a difficulty because (idk about Payday 3 since I did not play it a lot) in Payday 2, there’s a difficulty called “Overkill”
the "it will feel like overkill when I'm flying the SWAT" is a play on OVERKILL Software, the developers of the Payday games, and a play on "Fly swatter"