Season 1, Episode 10
In the aftermath of recent events, Jimmy seizes an opportunity to reconnect with an old friend. Chuck adjusts to a new way of life.
Flashback to Cicero, shortly after Chuck has helped secure his brother's release from jail in Episode 103: Jimmy stops by a local bar to say farewell to Marco, his best friend and partner in crime. He tells Marco that he’s moving to Albuquerque to work in the mailroom at Chuck’s law firm. Marco bemoans Jimmy’s decision, arguing that the move is a waste of Slippin’ Jimmy’s talents – but Jimmy’s mind is made up, and he leaves.
In the present, Jimmy pays Hamlin a visit to officially hand over the Sandpiper Crossing case to HHM. With a zen-like calm, he also gives Hamlin a list detailing the errands that he’d been performing daily for Chuck. Hamlin marvels at Jimmy’s dedication to his brother, and reminds Jimmy that he always had a soft spot for him: “Remember? I used to call you Charlie Hustle.” Jimmy wanly replies, “I remember.”
In the HHM parking garage, Jimmy apologizes to Kim for yelling at her when she advised him to take Hamlin’s deal. She gives him a hug; complimenting him on how maturely he’s handling the situation with Chuck.
At the Bingo hall, Jimmy calls numbers for a good-humored crowd. He’s trying to preside over the festivities as usual, but the growing brittleness of his smile gives him away. The pain of Chuck’s betrayal is finally hitting Jimmy. He soldiers on with stifled rage until his cheerful façade finally cracks. With the perplexed Bingo patrons’ rapt attention, he launches into a story about his attempt at a “Chicago Sunroof” -- a harmless prank targeting his ex-wife’s lover that led to trumped up charges of indecent exposure, the same charges that Chuck had to fly to Illinois to clear. “I’ve been paying for it ever since,” he bitterly rues before ending the game unceremoniously and striding out the door.
A taxi pulls into frame, revealing Jimmy as he arrives at his hometown bar in Cicero. He finds his old pal Marco dozing at the bar -- the same place the two said their goodbyes years earlier. The two haven’t seen each other since Jimmy moved to Albuquerque, but Marco is thrilled to see him. They immediately fall back into old patterns and scam an obnoxious businessman at the bar by concocting an elaborate story to sell him a “rare” half dollar coin for a very high price. It works! Off this high, the pair spend the next several days gleefully pulling one successful scam after another
A few days later, Jimmy wakes in Marco’s apartment to a disappointed waitress who was under the impression that she had gone home the night before with Kevin Costner. Ever the rascal, Jimmy tries to charm her as she and her friend flee the scene. As he gets dressed, his cell phone falls out of his pocket, prompting Jimmy to check his voicemail for the first time since his arrival. He has message after message from current and potential clients inquiring about Jimmy’s elder law services. Jimmy finally tells Marco that he’s a lawyer and it’s time for him to go back to Albuquerque. Marco is amazed that Slippin’ Jimmy is a lawyer -- it’s the ultimate way to scam folks out of their money! Jimmy explains that he’s not ripping anybody off: he’s building a legitimate practice with clients who depend on him. Marco is unable to talk Jimmy into staying in Chicago for the long-term, but he convinces Jimmy to pull one last con with him.
That night, while the friends are attempting their final scam, Marco suffers a heart attack. Stunned, Jimmy tries to call for help, but it’s too late. “This was the greatest week of my life,” smiling Marco tells Jimmy before losing consciousness. Jimmy is devastated.
Outside Marco’s funeral, Jimmy twists a strangely familiar pinkie ring around his finger. It belonged to Marco, and was given to him by his friend’s mother. Jimmy takes a call from Kim, who informs him that the ballooning size of the Sandpiper Crossing case has led HHM to team up with another firm, Davis and Main. She tells him the partners at Davis and Main know all about Jimmy, and the firm is willing to offer him a partner-track position -- contingent upon a meeting with him later that week. Knowing that she must have pulled some strings to make this happen, appreciative Jimmy thanks Kim.
Back in Albuquerque: Chuck meticulously instructs Ernesto, the HHM employee tasked with bringing over the supplies Jimmy used to deliver, on the mistakes made during his most recent grocery run. Jimmy parks his car outside Chuck’s house, but doesn’t make a move to go inside. Chuck catches sight of Jimmy's Esteem, but is unable to gather enough courage to open the front door and call out to him. After exchanging hellos with his old mailroom buddy Ernesto, Jimmy drives off – wounds still too raw to make amends with his brother.
It’s a new day, and Mike is back to manning his parking booth. He idly contemplates a crossword puzzle while on the phone with the veterinarian. Mike agrees to take on another underworld job and jots down the latest clandestine address. A car approaches the lot, and Mike raises an eyebrow as Jimmy, deep in thought, passes by without acknowledging him.
Jimmy parks and climbs out of his car, stopping to check his hair one last time in his side mirror. He walks toward the courthouse, psyching himself up for his meeting with Davis and Main -- but as he approaches the building, Jimmy pauses. He closes his eyes and fiddles with Marco’s pinkie ring. For a moment, he stands in the middle of the parking lot, deliberating.
Back in his Esteem, Jimmy drives back to Mike’s booth. True to form, he is without proper validation, but Mike raises the gate arm and offers to let him through for free. Perturbed Jimmy finally asks the question that’s eating away at him: they had $1.6 million in cash right in front of them, and nobody else knew about it. Why on earth didn’t they keep that tax-free windfall for themselves? Mike reminds Jimmy that it was he who asserted that returning the cash was “the right thing” to do, but Jimmy shakes his head. He needs to know what Mike’s thought process was. Mike’s answer is simple: he was hired to do a specific job, and he was going to complete that job. Jimmy considers, then replies with conviction: he knows what stopped him, and it will never stop him again.