- All-Star Cast: Matthew McConaughey, Charlie Hunnam, Michelle Dockery, Henry Golding, Eddie Marsan, Colin Farrell and Hugh Grant.
- Casting Gag: This would make the second time that Tom Wu stars in a Guy Ritchie film with Charlie Hunnam as a man named George.
- The Cast Show Off: Bugzy Malone (the Toddler named Ernie) actually wrote and recorded the song "Boxes of Bush" for the movie. Makes sense, given that he is a legitimate UK rapper.
- Diagnosis of God: Raymond. According to Charlie Hunnam, he and Guy Ritchie agreed he has a disorder like OCD, but neither gave a specific diagnosis.
- Fake Nationality: Anglo-Malaysian actor Henry Golding as Anglo-Chinese Dry Eye.
- Irony as She Is Cast: Hugh Grant regards his casting as an unscrupulous media "bloodhound" type as this, given his highly publicised real-life phone tapping encounters with such people and media in the past.
- Playing Against Type:
- Colin Farrell as a rough boxing coach.
- Hugh Grant as a slimy Cockney rogue.
- Henry Golding as a loathsome Anglo-Chinese drug lord.
- Production Posse: This is the second Guy Ritchie film each for Charlie Hunnam and Hugh Grant, and the third for Eddie Marsan (who worked with Ritchie on the Sherlock Holmes films). Ritchie is also working alongside his Aladdin cinematographer Alan Stewart and his longtime editor James Herbert. This also makes the second Guy film with Charlie and Tom Wu working together.
- What Could Have Been:
- Kate Beckinsale was originally cast, but was forced to drop out over scheduling conflicts shortly after filming began, leading to Michelle Dockery stepping in.
- In the original draft, Raymond was known only as "Posh Pete."
- Coach was originally going to have four fingers on one hand.
- Mickey was originally named Michael Adams.
- Rosalind's Attempted Rape was not in the original film.
- Dry Eye insults Lord George to his face in the script, he yells after him in the film.
- Word of Saint Paul: According to Colin Farrell, the reason why Coach and The Toddlers dress similarly is because Coach wanted to give the boys, mostly wayward misfits, "a sense of uniformity."
- Working Title: Toff Guys and Bush.
- Writing by the Seat of Your Pants: Many of Michelle Dockery's monologues were written or re-written on the day of shooting, possibly due to her being a last-minute recast. She had mere hours to memorize changes before shooting.
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