Revisiting Good Will Hunting: A Missed Opportunity for Greater Emotional Exploration

Staff writer Tan Yan An looks back at the cult classic that propelled Matt Damon and Ben Affleck into Hollywood, and reflects on how its portrayal of emotional journeys should have been more profound.

When I first watched Good Will Hunting (1997, dir. Gus Van Sant), I had high expectations, given its acclaim as a "modern classic" and an Oscar-winning screenplay. While undeniably moving, the film left me slightly underwhelmed. Beneath the strong performances and heartfelt story lies an experience that feels more like a dip into trauma and healing rather than a deep dive. I don’t want to dismiss Good Will Hunting as a whole; rather, I feel, with a bit more narrative patience, the film could have reached its potential as a true masterpiece, if it sat long enough with the process of growth.

At its heart, Good Will Hunting is a character-driven story, one that explores Will’s journey from defiance and anger to self-acceptance. As Bessel Van der Kolk (author of The Body Keeps the Score) poignantly notes, “The greatest sources of our suffering are the lies we tell ourselves.” This encapsulates Will’s internal conflict as he grapples with his own self-deceptions and the lies he believes about his worth and potential. The story’s core strength is the dynamic between Will Hunting (Matt Damon), a reluctant math genius with a troubled past, and his therapist, Sean Maguire (Robin Williams), who has his own emotional scars. It’s easy to see why the film resonates with many: Damon and Williams bring emotional rawness to their roles, creating some of the most memorable scenes in ‘90s cinema. Robin Williams’ gentle yet resolute portrayal of Sean, with his repeated reassurance to Hunting “It’s not your fault”,  stands out as profoundly powerful.

Yet, it’s here that the film’s potential begins to feel untapped.

One of my main critiques lies in the therapy scenes, which are central to Will’s character development. While the film positions Sean as a crucial guide in Will’s journey, the interactions between them lack the depth that real-life therapy sessions often demand. Sean’s statement highlights this critical moment: “Unless you want to talk about you, who you are. Then I'm fascinated. I'm in. But you don't want to do that do you, sport? You're terrified of what you might say. Your move, chief.” Will's reluctance to confront his past and emotions is brought to the forefront, and in doing so, also emphasises the film's missed opportunity to delve into the nuanced dynamics of their relationship. 

Therapy is rarely about quick breakthroughs; instead, it’s about wrestling with emotions, sometimes unsuccessfully, over time. In Good Will Hunting, however, these scenes often feel accelerated, almost as though they’re hitting emotional milestones for the sake of moving the story forward. Had the filmmakers lingered more on these exchanges, allowing the conversation to unfold organically, we might have seen Will’s transformation play out in a more believable way. I imagine a scene where Sean gently probes Will’s fears or allows him to articulate his insecurities would not only make the journey feel more authentic but also deepen our understanding of his character – making his eventual breakthroughs feel more earned and impactful.

Sean Maguire’s character, though crucial, feels underexplored. This isn’t a fault of Williams’ performance, which is rich with empathy and vulnerability, but rather a missed opportunity within the screenplay. Sean’s character, as it stands, is meant to mirror Will’s trauma and serve as a mentor who has overcome his own grief. We catch glimpses of Sean's backstory, especially his love for his late wife in his emotional outburst when Will struck a nerve, which provided a rare look into his feelings beneath the calm, professional exterior. 

Yet, these moments feel more like side notes than significant insights. Diving deeper into Sean’s life would not only add more emotional complexity but would also reflect the film’s theme of shared healing. Seeing more of Sean’s vulnerability—his grief, his own journey of coming to terms with the past—would genuinely bolster both his role as a mentor and also how we understand or interpret the advice he imparts to Will. Instead, Sean’s influence sometimes feels limited to guiding Will’s path rather than genuinely sharing in it, which constricts the emotional impact of their bond.

As a character-driven film, Good Will Hunting should aim to focus on emotional growth over external plot events. This choice is essential given that the film’s most compelling moments come from personal relationships—particularly between Will and his friends, and, of course, between Will and Sean. The scenes with his friends reveal another side of Will, showing him as protective, proud, and fiercely loyal. In the bar where Will steps in to confront a bully when Chuckie (Ben Affleck) is demeaned, we see his sharp mind used as a sword and shield, protecting both himself and his friends. This reveals Will as a complex character who hides behind arrogance and bravado but has a caring interior, which draws the audience to his journey of self-discovery. A plot-driven approach, centered around his career or external conflicts, would have otherwise detracted from this nuanced portrait of healing.

Winning the Oscar for Best Original Screenplay reflects its universal resonance, particularly in its themes of coming to terms with self-worth and emotional healing, which undoubtedly struck a chord with audiences. However, one can’t help but wonder if the film’s acclaim partly stemmed from its straightforward emotional arc rather than narrative depth. Compared to other nominees that year, like As Good as It Gets (1997, dir. James L. Brooks), which also explores self-acceptance but delves into the messiness of deeply flawed characters and their begrudging journeys toward change, Good Will Hunting remains a more conventional, hopeful narrative. Whereas the latter work approaches self-acceptance through an inspiring, supportive lens, the former challenges viewers with characters who resist change and are not immediately likeable.  I can feel the love and compassion from Sean Maguire and even moreso from the aforementioned Chuckie Sullivan, Will's longtime friend, when he declares:

"In 20 years if you're still livin' here... workin' construction, I'll fuckin' kill ya."

"You don't owe it to yourself. You owe it to me. 'Cause tomorrow I'm gonna wake up and I'll be 50. And I'll still be doin' this shit."

These lines embody Chuckie and Will's fierce friendship; it's not about what they say when they're out drinking but the silent recognition that they've reached a turning point in ambition. Will’s friends can see he’s on the edge of change, and Chuckie is determined to push him forward in his own way. This raw honesty reflects the film’s strength in portraying personal relationships, even as it sometimes glosses over the deeper emotional work in other areas, like therapy. 

While Good Will Hunting thrives on its relatability, in contrast, Jack Nicholson’s Melvin Udall in As Good as It Gets is so intensely unlikeable that Carol Connelly (Helen Hunt) initially despises him.  The movie stretches out this tension, requiring the audience to endure their slow and often painful dynamic. The contrast highlights how Good Will Hunting  finds strength from relatability, genuine warmth and catharsis, while As Good as It Gets leans on discomfort as a stand-in for growth, pushing viewers to sit with characters who often seem so irreversibly stuck rather than gradually transforming. 

Ultimately, Good Will Hunting remains a beloved classic, and it’s easy to see why: the raw performances, especially Robin Williams’, alongside the relatable themes of overcoming challenges, self-acceptance, and healing. However, as a story that seeks to tackle the complexities of trauma and therapy, it feels like a missed opportunity. I resonate with the importance of having a mentor, a trusted therapist and friends who know when to party or when to encourage and cut the bullshit when needed. Yet, more patience with the therapy scenes and a fuller exploration of Sean Maguire’s character could have elevated Good Will Hunting into a profound exploration of human connection and healing. In the end, while the film will always hold a special place in my heart, I can't help but wish it had embraced its potential for deeper emotional exploration.

Tan Yan An

Yan An is a Staff Writer for NTU Film Society. He majors in English and is still an absolute beginner that is finding his footing in the world and likewise, taste in films. In his free time, he enjoys sci-fiction books, catching up with friends and a nice cup of matcha.

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