The Michael Scott Trap: Why We Cling to Bad Decisions

Bob Hutchins
6 min readAug 21, 2024

Remember when Michael Scott, the endearingly misguided boss from “The Office,” refused to give up on his “Scott’s Tots” promise, even when it was painfully clear he couldn’t deliver? That’s Loss Aversion in full swing, fueled by his aversion to admitting defeat and facing the loss of his perceived generosity. As I watched that episode, cringing through every moment, I couldn’t help but reflect on the times I’ve found myself in similar situations — maybe not promising college tuition to an entire class of kids, but certainly clinging to decisions long past their expiration date.

This tendency to hold onto bad choices isn’t just a quirk of fictional characters or a personal flaw. It’s a deeply ingrained psychological bias that affects us all, known as Loss Aversion. And when combined with its partner in crime, the Sunk Cost Fallacy, it can lead us down a path of continual disappointment and missed opportunities. Let’s dive into these concepts and explore why we so often find ourselves trapped by our own decisions.

Understanding Loss Aversion

At its core, Loss Aversion is a simple principle: the pain of losing something outweighs the joy of gaining something of equal value. It’s why we might agonize over losing $50 more than we’d celebrate finding $50 on the street. This bias is hardwired into our brains, likely an evolutionary adaptation that helped our ancestors survive in resource-scarce environments.

But in our modern world, Loss Aversion often leads us astray. I’ve caught myself clinging to outdated clothes that haven’t seen the light of day in years, simply because getting rid of them feels like a loss. I’ve held onto electronics long past their usefulness, telling myself, “But what if I need it someday?” The truth is, I was more afraid of the perceived loss than excited about the potential gain of decluttering my space.

Another classic example I’ve fallen victim to is refusing to switch phone providers. For years, I stayed with a company that was overcharging me and providing subpar service. Why? Because I’d been with them for so long, and changing felt like losing something, even though rationally I knew I’d be gaining better service and saving money.

The Sunk Cost Fallacy

Closely related to Loss Aversion is the Sunk Cost Fallacy. This is our tendency to continue investing in something (time, money, effort) because we’ve already invested a lot, even if it’s no longer rational to do so. It’s the voice in our head that says, “I can’t quit now, I’ve already put so much into this!”

I’ve experienced this firsthand in countless situations. There was the time I forced myself to finish a meal I wasn’t enjoying, simply because I had paid for it. Or the vacation where I insisted on waiting in a two-hour queue for an attraction, even though we were all tired, cranky, and no longer excited about the experience. Why? Because we had already invested time in the line, and leaving felt like “wasting” that investment.

One of my most painful encounters with the Sunk Cost Fallacy was a DIY home renovation project. What started as a simple weekend task spiraled into weeks of frustration, multiple trips to the hardware store, and a result that was far from professional. At several points, I knew I should call in an expert, but I kept telling myself, “I’ve already put so much work into this, I can’t give up now.” The result? A project that took far longer, cost more, and delivered less satisfaction than if I had simply acknowledged my limitations and sought help earlier.

The Intersection of Loss Aversion and Sunk Cost Fallacy

When Loss Aversion and the Sunk Cost Fallacy join forces, they create a powerful cocktail of irrational decision-making. Loss aversion often drives the sunk cost fallacy. We fear losing what we’ve already invested, leading us to invest even more, despite the diminishing returns.

I’ve seen this play out dramatically in educational choices. A friend of mine spent three years pursuing a degree he had grown to hate. Every semester, he’d tell himself, “I can’t change now, I’ve already invested so much time and money.” The fear of losing those three years (Loss Aversion) kept pushing him to invest more time and money (Sunk Cost Fallacy), even though continuing was making him miserable and wasn’t aligning with his career goals.

This intersection can trap us in all sorts of situations: staying in unhealthy relationships because they just feel too familiar, continuing with business ventures that are clearly failing, or persisting with hobbies that no longer bring us joy. The fear of loss combines with our reluctance to “waste” our past investments, keeping us stuck in situations that no longer serve us.

The Real-Life Impact

The consequences of these biases extend far beyond minor inconveniences. They can have profound impacts on our financial decisions, relationships, and career choices.

Financially, Loss Aversion can lead to missed investment opportunities. How many times have we held onto a declining stock, hoping it will “bounce back,” instead of cutting our losses and reinvesting elsewhere? Or refused to sell a property at a slight loss, only to watch its value decline further? The fear of realizing a loss can often lead to even greater losses in the long run.

In relationships, the Sunk Cost Fallacy can keep us tethered to connections that no longer bring value to our lives. I’ve stayed in friendships long past their natural conclusion, simply because of the history we shared. The result? Wasted energy, increased stress, and less time for nurturing more positive relationships.

Career-wise, these biases can be particularly damaging. Staying in a stagnant job because “I’ve been here for years” or “What if I can’t find anything better?” can lead to unfulfilled potential and missed opportunities for growth and advancement. I’ve watched colleagues pass up exciting new roles because they were afraid of losing the security and familiarity of their current position, even when they were clearly unhappy and undervalued.

Overcoming These Biases

Recognizing the problem is the first step towards overcoming it. Now that we understand Loss Aversion and the Sunk Cost Fallacy, how can we break free from their grip?

  1. Acknowledge the Problem: The first and most crucial step is to recognize when these biases are clouding our judgment. When facing a decision, I’ve learned to ask myself, “Am I choosing this because it’s truly the best option, or because I’m afraid of losing something?”
  2. Focus on the Future, Not the Past: Instead of dwelling on what we’ve already invested, we need to evaluate decisions based on their potential future benefits. I try to ask, “If I were starting fresh today, would I make this same choice?” This helps separate past investments from future potential.
  3. Seek Objective Advice: Our own emotions can often cloud our judgment. Talking to trusted friends or professionals who can offer unbiased perspectives can be invaluable. I’ve found that explaining my situation to someone else often helps me see the flaws in my own reasoning.
  4. Embrace Change: Sometimes, letting go and starting fresh is the most liberating path. It’s not easy, but I’ve found that the relief and new opportunities that come from making a change often far outweigh the temporary discomfort of letting go.
  5. Practice Small Decisions: Start with low-stakes decisions to build your “letting go” muscle. Maybe it’s finally donating that shirt you never wear or canceling a subscription you don’t use. Each small victory builds confidence for bigger decisions.
  6. Reframe Losses as Opportunities: Instead of viewing a change as a loss, try to see it as an opportunity for growth or new experiences. When I finally switched phone providers, I reframed it not as losing my long-standing plan, but as gaining better service and more money in my pocket each month.

Loss Aversion and the Sunk Cost Fallacy are universal human tendencies, not personal failings. Recognizing these biases is the first step towards mitigating their impact on our decision-making processes.

Remember, letting go of unproductive investments — whether time, money, or emotion — isn’t a failure. It’s a strategic decision that creates opportunities for more promising pursuits. The ability to recognize and move past sunk costs is a valuable skill that can significantly improve decision-making over time.

So, the next time you face a difficult decision, ask yourself: What would you choose if you were free from the weight of your past investments?

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Bob Hutchins

Bridging Silicon and Soul. Cultural Interpreter, AI Advisor, Digital Strategy, Fractional CMO, The Human Voice Podcast, Author-Our Digital Soul