Recent thoughts

When Leadership Plays Games: Gaslighted

I didn’t think gaslighting was a real thing. I mean, I’m a privileged white guy with a nice house and everything that comes with it. The thermostat’s always set at 21 degrees, no matter what global warming throws at us. My life isn’t just comfortable, it’s fucking great. I thought gaslighting was something that only happened to certain people or personality types—people dealing with tougher circumstances or stuck in a victim mindset.

But here’s the thing: gaslighting doesn’t care who you are or what you’ve achieved. It happens, even to people who feel like they’re “winning.”

For context, Merriam-Webster defines gaslighting as:

the act or practice of grossly misleading someone especially for one’s own advantage

And let me tell you, it messes with your head. Here’s how it went down for me:

I was excited to start a new role at a big company. It was a leadership position that checked all the boxes for my ambition—I’d be leading a team to design a product that could change the world. On paper, it was the perfect gig.

Then Day 1 hit.

Within ten minutes, I realized something was off. One of the first people I met was someone on my team, but they didn’t even know I was coming. They were visibly upset and clearly not in the mood to meet me—blindsided and, as I later learned, understandably frustrated. Over the next few weeks, I discovered that several other team members weren’t thrilled either. My role hadn’t been properly communicated or planned internally. People didn’t know why I was there, and some actively resented it.

From Day 1, I was set up to fail.

Still, I pushed through. I built strong relationships with consultants and remote team members, learned a lot from my team, and together we produced great work in those first few months—work I’m genuinely proud of, and that ultimately shipped. But something still felt off.

We were sold a vision but no real direction. Leadership didn’t physically disappear—we’d see them often, especially when it was important to show face at all-staff meetings—but they were absent emotionally and strategically. The guidance simply wasn’t there. Their modus operandi was clear: Do as I say, not as I do. The message was loud and unmistakable: Deliver on our vision by a non-negotiable date. Figure it out.

The team, demoralized and afraid, pushed forward hesitantly, fear guiding every step. When we follow your instructions while you openly contradict them in demoralizing ways, what are we supposed to do? How are we supposed to feel? How can we possibly deliver on this insane vision—just to help you get promoted—while working under your oppressive thumb?

Sound familiar? This is a classic corporate move: set ‘ambitious’ (read: unrealistic) goals to ‘motivate’ the team, all while staying involved just enough to change priorities, create chaos, and ultimately set the team up for failure. When things inevitably went wrong, the blame fell squarely on those who were simply following leadership’s erratic lead.

By Month 4, the cracks were impossible to ignore. As a remote team, it became increasingly difficult to get time with leadership, clarify priorities, or have meaningful conversations without a constant shadow of fear looming overhead. My 1:1 meetings were repeatedly canceled or rescheduled. Accountability was watered down through dotted-line reporting structures. And my boss routinely threw me under the bus or undervalued my team’s time and deliverables in executive reviews.

Critical roles in the user experience team were scaled back seemingly because metrics like developer pull requests were easier to quantify. Headcount was shifted to show progress on a spreadsheet. UX writing for example, which was vital for our audience, was deprioritized by leadership. Later, of course, leadership blamed us for poor copy across the app, as if designers or product managers were secretly wordsmiths in disguise.

This is when it hit me: I was being gaslighted. I even started a file on my desktop named “Am I Being Gaslighted.txt”, where I documented specific situations that didn’t feel right. When I realized I was adding to this file every few days, it was no longer a question.

Six months in, we traveled to meet some remote team members in person. I was excited to finally meet the people I was working with—the team I was leading—some for the very first time. But over dinner that night it became clear that I wasn’t valued and that I wasn’t supported—I was just a pawn.

That’s the thing about leadership in large companies—it often feels like a game. Just like chess, different pieces hold different value, and pawns are the easiest to sacrifice to win. Not every game is played this way, and not every leader operates like this, but it’s still a game—and you have to decide if it’s one you’re willing to play.

My biggest takeaway from this experience was understanding that even when you’re a great fit for a role, your success can be undermined by leadership’s shifting priorities and toxic politics. On paper and in practice, I was effectively leading a large design team and driving meaningful work. But the constant flip-flopping of leadership’s direction—their ‘game’—made it impossible for anyone in the position to succeed. While I’ve carried this lesson forward, I still wonder: is there a way to spot these toxic dynamics earlier next time?

If you’re reading this and wondering whether you’re being gaslighted, let me tell you this: if it feels like you are being gaslighted, you probably are. Trust your instincts and get out—now.

You’re better than this, and if you’re smart (and determined) enough to recognize the situation, you’re capable of finding something better. That’s exactly what I did. I found a team with leadership that values me. The difference is night and day, and it feels incredible to finally work in an environment where I’m respected.

Remember, gaslighting doesn’t define you. It’s not a reflection of your worth—it’s a reflection of their failures.

Stop Being Late. Start Being Dependable.

I’m not a people person. Crowds, small talk, the chaos of society—it’s not my thing. If I could vanish into the woods without worrying about wild animals or my own questionable decisions, I would. But even as someone who prefers solitude, I know that showing up on time is a fundamental part of being a functional adult.

If there’s one rule I live by, it’s this: show up. Commitment isn’t just agreeing to something—it’s following through and being there, on time. Pulling into the parking lot five minutes before? That’s late. Someone’s already watching the clock, wondering where you are.

Legitimate excuses for being late are rare—perhaps a road accident or a serious family emergency. Beyond that, being late usually just means you didn’t plan well. Traffic? Oversleeping? Your kids did something? That’s all on you. Life happens, sure. But most of the time, lateness comes down to poor preparation or a disregard for other people’s time.

The solution is simple: do less, but do it well. If you’re stretched thin, cut back. Prioritize what truly matters. And when you commit to something, commit fully—that means leaving early so you can actually be on time.

Being on time shows accountability and respect. It tells others, Your time matters, and I respect that. If someone consistently shows up late, they’re effectively saying, My time is more important than yours. That’s not just annoying; it’s insulting.

Look, I get it. Life’s hectic. Things don’t always go as planned. But if you make it a rule to buffer in time for the unexpected, you’ll be on time more often than not. And when you show up with time to spare, you’ll feel more prepared, less rushed, and ready to tackle whatever’s in front of you.

Here’s a quick example: I once arrived for a job interview at a large company. Fifteen minutes before my interview, I walked up to the entrance—locked. Turns out, I was on the wrong side of the building. I had to take an elevator down, sprint across a city block, take another elevator up, and finally find the right door. I made it with five minutes to spare, just enough time to catch my breath. If I hadn’t been early, I’d have been late and flustered—not the impression you want to make.

The irony? In my personal life, I’m great at this. When it comes to social events, doctor’s appointments, or travel, I build in extra time and feel good about it. But at work? In person and remotely? I’m not the best. I’m often a few minutes late for every meeting.

Like most people, my workdays are packed with back-to-back meetings. And no matter how hard I try, that schedule makes it nearly impossible to be on time for everything. Ever tried 25-minute meetings? They don’t work. One of my teams set up “speedy meetings” in Google Calendar, but nobody stuck to them. Unless I start declining half my meetings or blocking 30-minute buffers (which isn’t realistic), being perfectly on time is nearly impossible.

Still, I believe teams can achieve punctuality through collaboration and discipline. Instead of relying on “speedy meetings,” collectively monitor time and hold each other accountable to finish as scheduled. If you need more time, tough—schedule another meeting. I know that sounds counterintuitive—another meeting? Really?—but unless it’s a real emergency, running over just makes everyone late for their next commitment.

Working in an office? Get more clocks. Remember when every classroom had one? At some point, offices just stopped caring about clocks. How dumb is that? Having a visible reminder of time helps us respect it. Also, consider using the clock app on your phone to set a timer a few minutes before the meeting ends. If you’re remote, set a timer for yourself. In person, it’s a great signal for everyone to wrap up.

So let’s agree on this: there’s almost never a good excuse for being late. Respect the people you’ve committed to. Respect their time. And most importantly, respect yourself enough to honour your commitments.

Showing up on time isn’t just polite—it makes you dependable. And dependability is everything.

(Most of the Time) It Doesn’t Matter

If there’s one lesson I’ve learned over the years, it’s this: most of the decisions, arguments, and daily inconveniences we fret about don’t matter nearly as much as we think they do. Life has a way of teaching us what truly matters—and what doesn’t.

I used to be very opinionated about everything (I still am really). Be it music, politics, parenting styles, or just the right way to load the dishwasher, I’d jump at any chance to dive headfirst into a debate. And if someone disagreed with me? That was my cue to double down, defend my stance, and prove my point. Keeping my cool has never been my strong suit, so too often, those debates ended with me resorting to insults. The same drama would play out every time: I’d end up angry, stressed, and wondering why I even cared—not to mention that others weren’t thrilled with the outcome either.

I still catch myself thinking most people are idiots. But the truth is, we all have idiotic moments—myself included. I’ve come to realize that everyone’s just trying their best, even if we stumble more often than not (and I stumble a lot).

Looking back, I realize that most of those debates didn’t matter. Winning the argument didn’t make my life better; more often than not, it left me feeling drained, disconnected, and on someone’s bad side. Over time, I’ve gotten better at keeping my cool and understanding how insignificant most of life’s decisions and disagreements really are.

I still get annoyed when someone dangerously cuts me off in traffic, for example (seriously, fuck that guy), but I’m getting better at reminding myself that most of the time it doesn’t matter. In the grand scheme of things, giving up a car length during my commute has absolutely no impact on my life. So why waste energy stressing over it?

The same applies when something “bad” happens. A broken appliance, a day that doesn’t go as planned, a cranky kid, a mistake at work—sure, it’s frustrating in the moment. Things break. Most days are just days. Kids are kids. And work is hard. Hell, life is hard. But when I look back days, weeks, or months later, I often realize it, whatever it was, didn’t matter at all. That’s life, man.

Parenting, in particular, has taught me the value of letting go. When you’ve got kids, life is full of spills, scrapes, fights, and all kinds of chaos. I used to get angry—really angry. Not all the time, but often enough that I felt guilty about it. I’d be a great dad 99% of the time, but I know that 1%—the shit-for-brains dad who yelled, lost his patience, and made them cry over things that didn’t matter—left its mark on my kids. A spilled glass of milk or a kid who won’t just go to sleep isn’t the end of the world, but in those moments, I acted like it was.

Now, I try to remind myself: It doesn’t matter. Instead of reacting with frustration, I focus on what I can teach them. If they spill something, I’ll help them clean it up. If they make a mistake, I’ll show them how to fix it. The energy I used to spend on anger is now spent on guidance—and it’s made all the difference in my relationship with my kids (and my wife).

Of course, some things do matter. Teaching my kids the difference between right and wrong matters. Making decisions that align with my values and long-term goals matters. Dealing with a gaslighting boss? That matters too. Supporting my team at work through big mistakes and existential threats to our livelihoods matters a lot. But when those things happen, I try not to dwell on the problem itself.

Here’s the key: I focus my energy on the correction instead of the cause. If my kids mess up, I don’t dwell on the mistake—I help them learn from it. When faced with a big decision, I weigh my options carefully and move forward without second-guessing myself. And if a mistake happens at work, whether it’s mine or a colleague’s, I focus on finding a solution. By channeling my energy toward what truly matters, I’ve discovered more clarity and peace in my everyday life.

That said, this approach comes with a downside that needs to be managed. My newfound ability to better control my reactions—or lack of them—often comes across as apathy. When others see me staying calm (or not reacting) in the face of something they think is a big deal, they assume I don’t care. And honestly? They’re not entirely wrong. I don’t care—because, in most cases, it really doesn’t matter. But pretending to care? That’s tough for me to do, so I to my best to at least acknowledge the situation with some thoughtfulness. Sometimes, just a simple “Yeah, that’s frustrating,” is enough to let someone know I’m not dismissing them. I’m not perfect at it, but I’m trying.

Life is too short to sweat the small stuff. So take a step back and ask yourself, Does this really matter? If the answer is no, let it go. If the answer is yes, focus your energy on what you can do about it. Most of the things we worry about won’t matter in a week, a month, or even a year—so why waste your time and energy? Save it for the things that truly matter—and let the rest go.

Read more thoughts…