54 pages • 1-hour read
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Content Warning: This section of the guide includes discussion of bullying, illness and death, and ableism.
Though most of the key figures are children, select adults feature as authority figures and hospital staff such as Matron, Mr. Thews, Porter, and Tootsie. The novel clearly delineates between helpful and kind adults who care about the children and aid their goals, and the antagonistic and cruel adults who represent obstacles to Tom’s or the gang’s goals. The children must learn who to trust and how to navigate social situations in which adults are either allies or adversaries, learning more about kindness and cruelty along the way.
Some of the adults teach the children about the importance of kindness and compassion through their allyship. Tom is initially afraid of Porter because of his physical appearance but quickly learns that it is both cruel and wrong to judge people based on their looks. Porter models kindness for Tom by having enormous empathy for hospitalized children. He wants to provide a dose of fun and adventure for them, because he spent many years in the hospital as a child and remembers the impact of bringing his own dream scenario to life. Rosie’s death also taught Porter to value life.
As an ally to the Midnight Gang, Porter fulfills dreams in ways highly attuned to the child’s needs (such as providing a flag for Amber to claim the North Pole), while also being concerned for their safety (e.g., he hands George balloons one at a time). Tootsie also supports the children: Although she cannot supply sustenance through food because of budget constraints, she offers optimism and cheer through make-believe. She also offers Sally hearty food she purchases herself and warns Amber when her wheelchair markings were discovered. Both Tootsie and Porter thus teach the children what selfless kindness towards others looks like.
Matron and Mr. Thews, by contrast, are antagonistic adversaries in the story who alert the children to how cruel some people can be, showing by their own example how not to behave. Matron uses ridicule, sarcasm, and insults to control Tom in the ward along with harsh rules (e.g., only bedpans for overnight bathroom needs). Mr. Thews attempts to strong-arm Tom back to the horrible St. Willet’s just when Tom is finally accepted by his peers. He also pursues Tom when he flees and laughs about destroying Tom’s parents’ letters to him. He and Matron pride themselves on keeping control of young people through cruelty. These adults are comically awful in their opposition to Tom’s goals, but their behavior serves as an important contrast to the kindness modeled by Porter and Tootsie: Tom and the other children’s disgust at the hurtful behavior teaches them how cruelty impacts others.
While Porter, Matron, Tootsie, and Mr. Thews each maintain an individual status as an ally or adversary in the novel, Sir Strillers makes a significant change, from an antagonist who reprimands the gang and fires Porter to a Midnight Gang supporter after he sees Sally’s dream come true. He reinstates Porter and allows Sally to return to the children’s ward for the night. These actions prove that adults, just like children, are also capable of healthy change and are never too old to learn the importance of empathy and kindness.
The goals of the Midnight Gang are lofty, as some children have dreams that at first seem difficult to bring to life. While Porter handles some wishes single-handedly, such as Amber’s dream to trek to the North Pole, George’s and Sally’s dreams require carefully orchestrated teamwork. This collective effort in achieving dreams leads to other moments of teamwork, ultimately teaching gang members the importance of cooperation.
George does not see his dream come true thanks to Nelly’s intrusion, but until the moment the elderly lady steals his flight, preparing for it is a study in teamwork. When Porter has trouble creating a flying scenario for George, Tom contributes the idea of helium balloons. Porter, George, Tom, Amber, and Robin then split up to gather the balloons efficiently. They regroup in the stairwell, where Tom “volunteers” to climb 44 floors to pull a balloon for George’s descent, while Porter hands balloons to George, judging the number he will need. This process shows how everyone plays a needed role with a shared goal. After Nelly flies out over London, the teamwork skills continue with the boys lifting Amber collectively into the ambulance, Porter driving, and Tom strapping himself to the roof as lookout. Without this cooperative effort, Nelly may not have returned to the hospital, and George would not have come close to realizing his dream.
The gang employs greater teamwork to grant Sally her wish of a “big, beautiful life” (339). The members again work on separate tasks to realize Tom’s idea for Sally’s dream. Once Tom obtains Porter’s help, they create a list of scenes and props to represent important milestones. Tom must rescue Sally from the isolation ward while the others develop props and make the slideshow. Coming together as a team to play out Sally’s milestones, everyone contributes by stepping in to play roles. Their collective effort pays off when Sir Strillers rehires Porter and allows Sally back into the children’s ward. Thus, the gang members see the positive impact of teamwork, empathy, and kindness in Sally’s happiness and Strillers’ reaction.
The impact of these lessons in empathy and teamwork is evident late in the novel: After Sally’s dream is realized, the entire gang demonstrates acceptance and understanding in the ward by staying up, sharing snacks, and playing games together, including Sally. Achieving dreams through collective effort brings the multiple benefits of teamwork, daily kindnesses, and stronger interpersonal relationships.
If the Midnight Gang had a mission statement, it might be “To bring dreams to life through the possibilities of imagination.” For those involved in bringing individual patients’ wishes to life through fun and clandestine adventures, imagination is key—both in setting up the adventure and in enjoying it through willing suspension of disbelief. The reactions of those involved with the fulfillment of dreams, such as Porter, Sally, Amber, and Tom, demonstrate the strong therapeutic value of imagination.
Porter’s backstory reveals his early propensity for imagination and how it was beneficial to him. His dream of adventure as a valiant hero was fulfilled when he “rescued” a damsel in distress (fellow child patient Rosie) on horseback. In telling the story many years later to Tom, Porter explains the therapeutic value of this imaginary scenario and how it gave him hope. Later, Rosie’s loss inspired his desire to grant similar dream-come-true wishes for other child patients: “Every moment is precious. We should be kind to each other, while there is still time” (380). Porter’s resourceful use of the hospital’s microsettings and supplies demonstrates his extensive imagination, which in turn sparks the imaginations of those living out their dream and those helping the dream come alive. The use of imagination helps all patients involved to feel anticipation and hope for the future.
Amber’s and Sally’s dreams also show the benefits of imagination. Amber’s dream comes true as an arctic explorer; her imagination helps her to see past her current injuries to the future when she will be capable of pursuing real goals and adventures. Imagination allows Sally to put her fears that she may never leave the hospital aside and enjoy her “big, beautiful life” (339) scene by scene; this exercise in imagination gives Sally the strength and desire to spend the night in the ward with her friends, which in turn boosts everyone’s hope for her recovery.
Tom begins the story wanting to skip over his childhood, thanks to lonely days at his boarding school. When Porter shares the successful history of the Midnight Gang’s adventures, however, Tom’s imagination comes alive. He offers the idea of helium balloons to solve the challenge of George’s desire to fly, and he suggests the scene-by-scene format for Sally’s dream. Using his imagination is therapeutic to Tom, as he realizes the joy and hopefulness involved in the possibilities of pretending. Thanks to Porter’s resourcefulness and the success of the Midnight Gang’s work, Tom and the other children benefit from the use of imagination.



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