The season begins with Michael sat in the back of a lorry. After some shooting and explosions the door opens and Michael gets a phone call from Carla. She tells him to take Jimmy who is tied up on the tarmac and go back to Miami as she has a job for him. She reveals Jimmy's family are being held hostage.
When they get back to Miami it transpires Carla had asked Jimmy to steal data from a security company he installed the IT for. Michael agrees to help him do the job and get his family back. He goes undercover as Terry Millar to meet Ryder Stahl who runs the company, posing as a British gem miner who wants a Kenyan village "dealt" with.
After a few hiccups Michael gets a look at their security arrangements and maps a way round them. He and Jimmy break in and manage to download the files. Unfortunately Jimmy triggers an alarm and they have to make a speedy escape by rappeling out of the window.
Jimmy's life is in now in danger as Ryder knows he is behind the theft. Undeterred Mike, Sam and Fi lure Ryder out to the docks and get him busted for blowing up a boat and possession of guns linked to a double homicide.
Jimmy gets his family back and decides to flee leaving his convertible Saab as payment for Michael's help. Meanwhile Michael and Sam get a glimpse of Carla as she leaves a Crossword Puzzle for Michael in a bar.
Tropes present in this episode:
- Calvinball: Sam tries to distract Jimmy by walking him through the best cards to play in a game while Mike is trying to recreate Stahl's security from memory. It involves Sam listing tons of numbers.Sam: That's a terrible two. How many twos in a deck? Okay, so let's do some math. Two times four is eight, so you can play two, four, and eight...
- Chronically Crashed Car: The Cadillac gets repeatedly trashed. First, Michael has to drive it backward through a stand of trees, then he shoots it up when recruiting Sam and Fi into his cover at Stahl's company.
- Cigarette of Anxiety: Michael's mom always smokes, but when he walks in on her smoking with both hands, he knows something's seriously wrong.
- Cowardly Lion: Jimmy. He's in way over his head, but his wife and child are in danger, so he goes on the heist anyway.
- Crazy-Prepared: Michael knows the heist at Stahl might go wrong. It does. So he has a gun that fires quadrangle buckshot (think shotgun explosive) to break through the hardened security glass. Then he and Jimmy rappel down the side of the building.
- Curse Cut Short: Michael. See Wham Line.
- Death Faked for You: Team Westen blow up a boat to fake Jimmy's death.
- Distracted by the Sexy: Fi bamboozles a guy at a DNA testing lab with a half-undone top and some playful flirting.
- Evil Brit: Invoked by Michael when he approaches Ryder with a British accent, intending to hire him to "deal with" a Kenyan village sitting over a diamond deposit.
- Framing the Guilty Party: Team Westen do this to Ryder, planting the assault rifles used by Carla's group in his truck.
- Fun with Subtitles: Ryder's a security consultant.Subtitle: Ryder - Mercenary
- Immediate Sequel: Takes place maybe an hour after the end of the previous episode.
- Imperial Stormtrooper Marksmanship Academy: Invoked by Team Westen and discussed by Michael's spy note:It takes a good marksman to hit you at 50 feet from a moving vehicle, but it takes a great marksman to miss, while making it look like they're trying to hit you. Or markswoman as the case may be.
- Incredibly Obvious Tail: Deliberately done to Michael by Carla, just to make sure that he knows they're watching him.
- Insistent Terminology: Ryder Stahl refers to himself and his company as "security consultants" rather than mercenaries. Far more official and better-sounding for the public.
- Plot Hole: Michael was able to get the Cadillac in the semi thanks to loading ramps. There are none when he jumps out of the truck in the midst of chaos, and the only person in sight a man zip-tied and duct-taped. One scene later Michael's escaping from the police in the Caddy and the man's in the trunk.
- Punk in the Trunk: Michael stuffs the client of the week in the trunk of the Cadillac temporarily. He lets him out once they're a few counties away. Technically the episode starts with Michael as said punk, but said trunk is a cargo trailer being hauled behind a semi.
- Wham Line: At the end, Sam helps a woman with a crossword puzzle, whom leaves soon after. Carla then calls Michael, who tells her that she promised that they would meet.Carla: But we did meet, Michael. Tell Sam thanks for the help with the crossword.
Michael: Oh sh- - Would Hurt a Child: Carla is holding Jimmy's wife and daughter to force him to cooperate.
