In the second episode of Loot's second season, Molly and Nicholas indulge in a viewing of Clueless, drawing parallels between Molly's situation and the protagonist, Cher. Molly declares her intention to swear off men, preferring instead to assist her friends in their romantic pursuits, echoing Cher's selfless attitude.
Later, Molly, Nicholas, and Sofia convene with architect Issac at a hotel, discussing the Space for Everyone project. Despite initial clashes between Issac and Sofia, Molly and Nicholas detect a mutual attraction brewing. Seizing the opportunity, Molly decides to orchestrate a romantic encounter between the two.
She arranges a meeting, and the chemistry between them is instantaneous—yet neither dares to ask for the other's contact details. So, Molly takes the initiative and hands Sofia Issac's number. Unaccustomed to the role of pursuer, Sofia nervously sends a series of embarrassing texts, which Issac conveniently ignores. Determined to bring them together, Molly uses her security team to track down Issac at a bar. Sofia rushes to the scene, ready to confront him.
Meanwhile, Arthur stumbles upon Howard's financial woes and offers to assist him with his finances. He suggests selling some of Howard's prized memorabilia to ease the financial burden. Howard reluctantly sets up a stall at a wrestling match, selling his treasures. However, Arthur witnesses the emotional toll it takes for Howard to part with his belongings and conceives an alternative plan to help him make money. Arthur proposes investing in a wrestling league for Howard's heroes—the aging professionals who have been pushed aside. It's a challenging path ahead, but they are determined to rise to the occasion.
At the bar, Sofia awkwardly finds herself at the center of a memorial birthday party for a deceased friend of Issac's. To her relief, Issac finds the situation endearing and muses that his friend would have loved the unexpected turn of events. Sofia brings up her embarrassing texts, and Issac reveals that she must have sent them to his work phone, as he hasn't seen them yet. He invites her to stay, and they enjoy another delightful evening together. This time, Sofia gathers the courage to ask him out, and he gladly accepts.
Molly is delighted to hear the news and rejoices for Sofia's happiness. But as she watches the conclusion of Clueless, where Cher herself finds love, she can't help but feel a pang of loneliness creeping in.
