Hold the Line

The Cost of Compromise

Why the ‘reasonable middle’ isn’t always reasonable. And how to spot the real cost of compromise before it’s too late.

James Reid
Leadership
UI/UX
Product
Social
LGBTQ+

This is how a lot of compromise starts: not as collaboration, but as a loop. Competing framings. Competing urgency. Everyone repeating their version of reality until the room gets tired and reaches for the middle because the middle feels like peace. But the middle isn’t neutral, and it isn’t free. It’s often just where we agree to stop arguing. The moment it shift to another party: Elmer Fudd.

The Deal You Make (and the One You Don’t Notice)

There are two types of compromise: the kind you make consciously, and the kind you make without noticing. The first feels mature, professional, even responsible. The second is a quiet, creeping thing. It doesn’t just change what you do; but it shifts the way you define yourself.

I’m writing this as a product design manager. But this article isn't about product design. Because the work is not the world, but it is connected. And in the past couple months, separating the two has become more and more difficult, especially as the world sees to hurl itself toward something both familiar and frightening.

Why the Middle Isn’t Always Fair

An interesting thing happens in conference rooms every day when people disagree.

One stakeholder says, “We need to ship this in a week.”

Another says, “This will take at least a month.”

And so begins the typical swirl of negotiation: statements of process, polite pushback, “let’s circle back,” “align offline,” synergizing, one-team-one-dreaming, timeline stretching and condensing, scope-shifting and creeping. Maybe there's selective memory pivots, mild gaslighting (“we’ve always done it this way”), the “other teams can do it” guilt trip, a quick detour into blockers that were never blockers until right now, a spirited debate about what “done” means, and the ceremonial promise to “fix it in the next iteration.” Until finally, an agreement is made:

"Two weeks."

Like I said, compromise; it feels professional. Responsible. But reality doesn’t negotiate well.

Two weeks doesn’t magically become safe because we agreed to the timeline. Or accessible. Or honest. Or sustainable. It just becomes a number we can point to and say "Well we did it last time" when the next occasion arises. And we often make these compromises without ever naming the impact: someone is going to pay for this.

The reflex of splitting the difference because the middle feels virtuous shows up everywhere. In product, we call it “alignment.” In leadership, we call it “pragmatism.” In conflict, we call it “being reasonable.” With family, we call it "keeping the peace." But it truly is all the same action: I'm able to meet you halfway.

And sometimes compromise is exactly what keeps a team moving, a product shipping, a relationship intact. But inside compromise, lies that quiet, creeping thing that I like to call drift: the slow, comfortable slide away from the values we claim to hold, one reasonable exception at a time. After all, not all consequences show up in a roadmap or a quarterly review. Hell, most show up later, as a new baseline everyone pretends was always normal because we met it halfway.

Sociologist Diane Vaughan describes “normalization of deviance” as the process where deviations from safe practice become culturally normal when they don’t immediately cause a catastrophe. She uses the Challenger disaster as the defining case because NASA and its contractors had repeatedly seen warning signs. The O‑ring failures, the cold‑weather risks, and, instead of treating them as urgent defects, gradually reclassified them as acceptable.

We talk about “being a team player” like it means going along. In practice, it often means being the one to say, “This isn’t the work we promised” and pulling the team back toward the values they’re drifting from.

Compromise or Drift? (And Why It Matters More Than You Think)

To be clear, this isn’t an anti-compromise manifesto. If you build anything with other humans, compromise is part of the job. The problem is that we use the same word for two very different experiences and that blur makes it easy to tell ourselves we’re being “reasonable” when we’re actually giving something up that we didn’t mean to put on the table.

I’ve started thinking about it like this: some things in work are meant to move. The plan can move. The scope can move. The way we sequence delivery can move. Those are tactics. Those are strategies. They’re supposed to be flexible because reality is flexible. But there are other things that shouldn’t move, even when the pressure is high like how we treat people, what we’re willing to ship into the world, what we’re willing to excuse “just this once.” That’s where values live. And if we are being honest, most of us don’t lose our values in a single moment. We lose them by mislabeling them and by treating them like preferences, or opinions, or beliefs we can trade away for short-term peace.

That’s the distinction I’m trying to make between ‘compromise’ and ‘drift.’ A real compromise feels like shared adjustment: everyone’s a little uncomfortable, everyone’s giving something up, and the goal gets closer without anyone getting sacrificed.

Drift feels different. Drift is when the cost quietly lands on the same people over and over. It's when the “reasonable middle” always seems to require someone else’s time, safety, trust, dignity, or sanity. It isn't a big ethical debate. It is a string of small exceptions you can justify in the moment and only recognize later because the baseline has moved and the impact ignored.

Which is why I choose to operate with this phrase in mind: You don’t compromise on values. You compromise on strategies.

If that sounds rigid, that's intentional. Some things need to be rigid because drift isn't obvious. You don’t notice it in the meeting. You notice it six months later when “just this once” has become policy, and the person who sold it is already on a different initiative (or a different company). Drift is a hundred tiny yeses that make sense in the moment.

When “Being a Team Player” Costs Too Much

At a previous job, I was handed an almost 100-slide deck and told to redesign and reformat it by end of day. I pushed back. I explained what quality would cost. I asked politely and repeatedly for some acknowledgment that this wasn’t just ambitious, it was unfair. But the conversation did what these conversations always do: it circled. Process got invoked. Urgency stayed fixed. The only “flexibility” on the table was mine and how much of the cost I was willing to carry. The expectation, of course, was all of it.

I did what I’d been trained to do at that point: I escalated. I pulled my manager in, hoping for a reality check. Instead, I watched two leaders negotiate the same thing from different angles: how to make the ask work without moving the ask. The deadline stayed fixed. The outcome stayed fixed. The only open question was how much of the cost could be routed through me. My voice wasn’t part of the math; I was the math. I dropped from the call. No goodbye. Just: click. That moment stuck with me, not because of the deck, but because it clarified something I couldn’t unsee: sometimes “compromise” is just a nicer word for who absorbs the fallout.

Now, as a product design manager, I carry one non-negotiable into every plan and every crisis: my team’s health. Not as a preference. As a line. The people doing the work are not where we offload the consequences of a bad plan. They aren’t a buffer for organizational chaos. When a tight deadline lands on my team, I recognize the same pattern immediately. That kind of compromise is almost always sold as ‘being a team player.’ But here’s the truth: it’s not. So I changed the way I compromised. I don't demand more hours; I changed the shape of delivery. I redefine “done,” and break the work into phases, and make progress visible early so downstream teams can move without waiting for perfection. I distribute discomfort to be absorbed upward and outward, not downward.

Because healthy compromise is shared discomfort. Drift is burden-shifting. And if “compromise” means the same people always give up sleep, weekends, safety, inclusion, or dignity, then it isn’t compromise—it’s extraction.

That’s the point: constraints are real. Values are what holds when pressure is applied.

The NTSB’s 2025 report on Alaska Airlines Flight 1282 describes how the aircraft left Boeing with missing bolts/attachment hardware related to the left mid-exit door plug, and notes that process and oversight gaps created opportunities for that to go undetected. Nobody had to be cartoonishly evil for this to happen. A few missing controls, unclear accountability, pressure, and a system that kept moving anyway.

The "This is Fine" meme comes from K.C. Green’s Gunshow webcomic (“On Fire,” published in early 2013). In the full strip, the situation keeps getting worse, but the dog keeps trying, despite the obvious chaos surrounding it, that everything is fine. Nothing to worry about here.

The Slow Slide You Don’t See Coming

Drift has a very particular feel. It almost never shows up as “let’s do harm.” It shows up as “let’s be realistic." It's the kind of realism that sounds responsible in the moment and becomes expensive later.

It starts with a tiny exception you can rationalize: just this once.

Then urgency becomes the excuse: we don’t have time.

Complexity becomes the justification: it’s complicated.

Comparison becomes the deflection: at least it’s not as bad as that one time.

And before you realize it, exceptions have turned into precedent. What used to feel like a deviation quietly hardens into a new normal, and teams start living inside permanent “temporary” processes. That’s how accessibility becomes something you “get to later,” user trust becomes a “future initiative,” burnout becomes “the culture,” and design debt stops being debt at all. It becomes the foundation of your organization. You don’t feel the shift because each step is small. Each justification is believable. Every conversation ends with the same unspoken conclusion: this isn’t ideal, but it’s fine because the impact is downstream.

And what makes drift truly dangerous is that it often feels like relief. Relief from conflict. Relief from being the person who makes the room uncomfortable. Relief from taking a side and owning the consequences. Relief from saying the quiet part out loud. It just feels good, right? Drift offers a softer path: a way to keep moving without naming what you’re trading away. The middle is cozy and the line is lonely. And if you don’t decide which values you’re willing to protect ahead of time, you’ll wake up one day realizing the line moved. Slowly, and not in one dramatic moment, but in a hundred small yeses you were told were reasonable.

When the System Rewards the Wrong Things

There’s another layer to this especially inside some organizations. Sometimes the incentives are misaligned on purpose, or at least tolerated because they’re profitable in the short term. The people pushing urgency aren’t always careless or “short-sighted” as a personality trait; they’re often acting exactly as the incentive structure trained them to act. They get rewarded for speed, optics, and near-term delivery. They’re insulated from the downstream costs, the trust erosion, attrition, quiet burnout, reputational drag because those costs show up later, in someone else’s quarter, on someone else’s team. For someone else. Not them.

That’s why the popular advice to “make values tangible with metrics” is helpful, but it's incomplete. Metrics can support values: they can give you evidence, leverage, and language that the business understands. But they can’t conjure values where none exist. At some point, what you’re really asking is whether anyone is willing to hold a line when it’s inconvenient, when doing the “reasonable” thing would be to look away, smooth it over, or make the cost someone else’s problem. If the system won’t protect people by default, then our job becomes refusing to participate in harm disguised as safety. And yes, it’s uncomfortable. That discomfort is often the clearest signal you’ve started bumping up against your values, which is that line you drew.

A Rule for Real Compromise

Over time, I’ve needed a way to tell the difference between a healthy compromise and drift in real time. When everything is messy, uncertain, and everyone in the room has a persuasive argument. The rule I established for myself is simple: real compromise never erodes fundamental dignity. And I don’t mean dignity as a vibe or a value statement you put on a pitch deck. I mean it as an operating principle. The baseline that can’t be negotiated away just because a timeline is tight or the stakes feel high. Dignity means people aren’t collateral. Not your team. Not your users. Not the “edge cases." Not the people who are asked, over and over, to tolerate a little more inconvenience, risk, disrespect, or harm so everyone else can keep the story of “success” intact.

That’s why whenever someone proposes “the middle,” I try to ask a question that changes the shape of the conversation: who pays for the compromise? Because that’s where drift hides. It's in compromises that aren’t shared, and in concessions that always land on the same shoulders.

If the “reasonable” middle requires the team’s health as payment, it’s drift.

If it requires sacrificing user safety, it’s drift.

If it quietly pushes accessibility into the future—again—it’s drift.

If it trades actual safety for the illusion of safety, it's drift.

If the cost of agreement is that some group of people becomes less safe, less free, or less human, then we’re not negotiating a timeline or a feature anymore; we’re deciding whose dignity counts. And you can’t sanitize that decision with good manners. A polite tone doesn’t turn extraction into collaboration. It just makes it more palatable.

And if you are still reading and feel like I'm driving to another point: thanks for paying attention. I am.

Liam, a 5-year-old asylum seeker, is taken from his Minnesota home by ICE and flown 1,300 miles to a Texas family detention center, separated from his daily life and school after agents target his father during an immigration raid and hold him at the door in an effort to draw his terrified mother outside.

The cost of compromise has names. People like Alex Pretti, Renee Good, Keith Porter, and Silverio Villegas Gonzalez—protesters, neighbors, community members who refused to compromise on each other’s dignity and were harmed by the systems that did.

Are You Living Your Values or Just Wearing the Label?

This is where the conversation stops being only about work, or specifically product design. Because a lot of drift doesn’t start with malice. It starts with confusion. We tell ourselves we have “values,” but what we often have are beliefs we inherited, opinions we’ve repeated long enough to feel like identity, and labels we’ve grown emotionally attached to. We all wear them: political, cultural, professional. I’m a designer. I’m a pianist. I’m a good person. I’m American. I’m the reasonable one. I’m someone who cares. Labels can be comforting. They hand you a script. They give you a tribe. They make the world feel less chaotic because they tell you where you belong and what you’re supposed to think. And in a world that rewards certainty and punishes nuance, labels can feel like safety.

But these labels are not values: they’re incredibly easy to defend without ever having to prove them. You can protect the label and still avoid the hard work of aligning your behavior with what you claim to value. In fact, the label can become a shield that prevents alignment because once “being a good person” or “being reasonable” or "being American" becomes the thing you’re protecting, your actual values become negotiable. You start making small exceptions that preserve your self-image while quietly shifting the outcomes and impacts to others. To the marginalized. To the poor. To the LGBTQ+. To immigrants.

That’s how someone can sincerely claim to value community while supporting decisions that fracture it, because the community they mean is often the one that feels familiar or the one they tell themselves they support. That’s how someone can claim to value children while rejecting what children materially need, because the label they’re defending is “responsible” or “traditional,” not “care.” That’s how someone can claim to value fairness while defending systems that predictably produce harm, because admitting the harm would threaten the tribe they’ve built their identity around. And it’s how organizations can claim to value inclusion right up until it becomes inconvenient: until a customer segment complains, or a donor threatens to pull funding, or a handful of loud voices make it feel risky to be inclusive unless the almighty dollar provides (looking at you corporate America). The label stays, but it is tarnished. The outcomes degrade. And drift keeps moving, because protecting identity is often easier than living your values when it costs you something.

Here’s the sentence I wish more of us would sit with: If I can trade it away for comfort, it might not be a value. It might be an opinion I like being perceived to have.

It’s Not Just About Deadlines (It Never Is)

Everything I’ve said so far can sit safely inside the world of product design: timelines, tradeoffs, team health, user trust, incentives, drift. But I haven’t been thinking about this only because of work. I’ve been thinking about it because once you can see drift clearly in a Teams call, you start noticing how often we confuse the middle with the moral everywhere else.

We split the difference. We keep the peace. We call it maturity. But what happens when the “reasonable middle” is between harm and more harm, between unsafe and only slightly less unsafe? At that point we’re not negotiating toward something better. We’re negotiating how much damage we’re willing to normalize. You can’t average cruelty into compassion. The task isn’t to find the midpoint. It’s to change the direction.

Halfway to injustice is still injustice.

That’s why the current events, especially the ICE raids and killings happening across the country, feel so heavy. They don’t feel like a breaking point so much as the end of a familiar process. It’s the same conversations I’ve watched play out in smaller rooms with smaller stakes: competing narratives, a scramble to justify, a search for a scapegoat, arguments over whether resistance itself is the problem, and the steady pressure to accept a new baseline as “just how things are.” Even the response to protest—and the legal lines drawn around what power can do to people who are simply present—carries its own signal: that disagreement is something to be managed, contained, controlled. But that’s the compromise we’ve already made, over and over. We’ve laid that right on the table through countless negotiations of our values, until what should be non‑negotiable becomes just another thing some people are willing to meet in the middle on. And this is one place we cannot afford a middle.

And this is the part people miss about drift: it isn’t just something we do or that happens to us. It’s something we train ourselves into, one ‘just this once’ at a time, until it becomes habit. When the stakes widen from a deadline to a community or from a meeting to a public policy, we don’t suddenly transform into principled people with clearer boundaries. We don't suddenly become brave in the face of adversity. We default to what we’ve rehearsed. The habits we build at work. How we compromise. Where we draw the line. None of this stays at the office. They shape how we show up in our communities, our politics, and our relationships. Practice at work becomes instinct everywhere else.

I am not saying product deadlines are equivalent to ICE raids. They aren’t. But because the mechanics rhyme: pressure, “reasonable” exceptions, a soothing middle, and a quiet transfer of cost onto the people least able to absorb it, it’s framed as necessary. Unavoidable. It’s framed as maturity or for the greater good. And almost always, someone else pays. And collectively, we’ve rehearsed these habits. At work. At home. In public. Until they feel normal. But normal isn’t always right.

We can look back and connect the dots (policy, money, incentives, power, fear, the list goes forever on) and make it all sound inevitable in hindsight. But looking forward is harder, even when the slope is obvious, because drift offers the same comfort at every scale: the relief of not having to choose. The safety of saying “it’s complicated” instead of saying, “This violates the line.”

That’s the real cost of compromise: not that we compromise on a feature, or a deadline, or a plan, but that we practice, daily, the habit of moving our own line at the cost of our values. We rehearse it when we accept one-sided sacrifice as teamwork. We rehearse it when we call extraction ‘alignment.’ We rehearse it when protect labels over outcomes, or treat dignity like something to barter with instead of a baseline.

And then we act surprised when the habits we practice at work show up in public life. Not in the same scale, not with the same stakes, but with the same logic: smooth the conflict, split the difference, move on. We tell ourselves each compromise is small, temporary, and harmless. We treat it like a problem-solving technique instead of a moral decision.

But compromises stack. They become policy. They become a culture. They become our line. And eventually the cost stops looking like inconvenience and starts looking like real people losing real safety and lives. So stop trying to find the “reasonable” middle, and ask the only question that matters:

In a moment where “meeting in the middle” means accepting harm, what am I actually willing to refuse?

In the past couple of weeks, at work and at home, we’ve all been feeling the weight of this moment. We’re watching a familiar, terrifying turn in what we thought was settled history. It’s getting harder to compartmentalize this new reality, to show up like nothing has changed, and to keep producing at the same pace in our jobs and in our homes. Maybe we don’t need to. Maybe this is the moment to shift what “success” looks like and to redefine how we move forward. Individually and together. This isn’t the moment to pretend everything is normal.

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