The Season 1 finale of Georgie & Mandy’s First Marriage introduced complications that may foreshadow future marital issues. Mandy's former boyfriend, Scott, now her boss, reappears, potentially reigniting old feelings. Concurrently, Georgie, with Mary's collateral, secures a bank loan and buys McAllister Auto & Tire with Ruben, aiming to expand the family business, possibly at the expense of his time with Mandy.

Emily Osment and showrunner Steve Holland discussed the challenges facing Georgie and Mandy in Season 2. Holland addressed Christopher Gorham's role as Scott, amidst Gorham's casting in CBS's Sheriff Country. Despite scheduling conflicts, Holland hopes to retain Gorham, emphasizing the lingering connection between Mandy and Scott as a threat to Georgie and Mandy’s marriage. Osment noted the careful balance in portraying their past feelings, highlighting a tense hug in the finale.

Holland suggested Mandy might be deceiving herself about her feelings for Scott, while Osment pointed out Scott's omission of Mandy to his fiancée, and Mandy's secrecy towards Georgie. The need for an honest conversation between Mandy and Scott was emphasized, including a potential storyline where Mandy meets Scott's fiancée. Osment also suggested Mandy's reluctance to tell Georgie about Scott's reemergence stems from avoiding conflict and Georgie's immaturity.

Osment noted Audrey’s evolving view of Georgie, acknowledging her concerns about Mandy’s security given Georgie's uncertain career path. Holland and Osment addressed Georgie’s decision to buy Jim’s shop without Mandy's input, leading to financial strain and distrust. Osment emphasized the importance of trust and financial stability in their marriage, noting the potential for these issues to strain their relationship. She also questioned Mandy's confidence in Georgie’s ability to manage the business.

Holland affirmed the show's title reflects the challenges the marriage will face, with career wins complicating their relationship. He wants to maintain a grounded and real portrayal of the marriage's difficulties. Osment characterized the season's end as them together, acknowledging their issues but willing to work it out. She appreciated the honesty between them, suggesting a commitment to resolving their problems.