1. Liking Your Job Matters
One of my first jobs was working as a research assistant, which, in hindsight, was a deeply confusing career choice for an extreme extrovert who gets restless after four consecutive minutes of silence.
I cared about the mission. I worked hard. I wanted to do well. But the actual job mostly involved quietly reading long documents and organizing information in spreadsheets, which turns out is not ideal for a person who would be happier talking to a tree.
I learned that you can care deeply about a cause and still be completely wrong for a role. In the free-market movement especially, it’s easy to assume passion automatically translates into competence and enjoyment. It does not.
Realizing my comparative advantage was in working with people, building relationships, and connecting talent with opportunity was a game-changer for me. Some people are called to change the world. Some people are called to never touch Excel again.
2. Your Most-Important Job Is to Make Your Supervisor’s Life Easier
Early in my career, I assumed success came from doing what my job description told me to do. But that theory did not survive contact with the real world.
Over time, I realized a huge part of being valuable is making your supervisor’s day less chaotic. That means following up before they have to ask, preventing dumpster fires before they start, and communicating clearly enough that your boss doesn’t have to use a decoder ring to understand you.
Of course, actually being good at your job still matters. You can’t “circle back” your way out of incompetence. But the best employees don’t just create value themselves; they help their supervisors create more value too by removing friction, solving problems early, and generally lowering everyone’s blood pressure.
Nobody sat me down and formally taught me this. I learned it the old-fashioned way: Through experience, feedback, and the occasional “just checking on this again” email sent by an increasingly concerned boss.
3. Your Ideas Are Probably More Valuable Than You Think, So Say Them Out Loud
Starting a new job can make even confident people second-guess themselves. As a more introverted person, I assumed the smartest thing I could do was stay quiet, work hard, and wait until I had “earned” the right to contribute ideas.
Speaking up in meetings or offering suggestions to more senior or long-tenured coworkers felt somewhere between intimidating and deeply unnecessary. Surely the people with more experience had already thought of everything, right? Wrong.
Over time, I realized that even ideas that don’t ultimately get used can still spark productive conversations, or at the very least, a surprisingly spirited debate in a staff meeting. And occasionally, a thought I almost kept to myself ended up becoming something genuinely valuable.
Turns out, organizations don’t hire people just to silently complete tasks like highly educated woodland creatures. They hire them because of how they think.
So if you have an idea, share it. Worst-case scenario, nothing happens. Best-case scenario, your idea turns into something valuable and, if you’re anything like me, you get to experience the deeply unfamiliar feeling of being glad you spoke up.
4. Resourcefulness Is Your Magic Wand
When I was starting out, I spent an embarrassing amount of time feeling completely out of my depth. I’d get stuck trying to track down answers to my supervisor’s questions, spend days spinning my wheels on a project because I had no idea where to start, and stare helplessly at new databases and systems as if they were written in ancient runes.
Eventually, I realized the problem was not that I was wildly underqualified for my job. It was that I had not yet learned one of the most useful career skills there is: Resourcefulness.
Most answers were not hidden in a cave guarded by a wizard. They were in a help doc, a Google search, a coworker who’d dealt with it before, or 15 minutes of poking around before declaring defeat. Learning new skills is less about magically knowing things and more about being willing to investigate before darkening the bossman’s doorway to announce that you’re stuck.
Once I figured that out, everything got faster and easier (and I suspect my supervisor’s blood pressure dropped a few points, too).
5. Work Culture Matters
One of my first jobs out of college involved getting shoved into what I am fairly certain had previously been a janitor’s closet. No windows. Barely enough room for a desk. Flickering fluorescent lighting. And the only thing on the walls was one of those labor-law posters.
Coincidentally, the office culture matched the office perfectly. Stuffy and joyless. It was like working inside a tax document.
At first, I assumed this was just what office culture was like. And for the first time in my life, I considered the idea of “marrying rich” to save me from this fresh hell.
No one had ever told me that not all work cultures are the same, nor did they tell me how important it was to find a culture that fits you.
Thankfully, in the years since, I’ve experienced a variety of work cultures, and I’ve learned how critical culture is to day-to-day happiness and longer-term fulfillment.
At first, I assumed this was just what office culture was like. And for the first time in my life, I considered the idea of “marrying rich” to save me from this fresh hell.
No one had ever told me that not all work cultures are the same, nor did they tell me how important it was to find a culture that fits you.
Thankfully, in the years since, I’ve experienced a variety of work cultures, and I’ve learned how critical culture is to day-to-day happiness and longer-term fulfillment.
The first step is understanding what works for you and what doesn’t. Highly structured, buttoned-up environments? Close-knit teams where you can hold hands and sing Kumbaya with coworkers? Fast-paced and borderline-chaotic? Methodical and predictable? Office politics and high drama? Boozy lunches and bad language? Wholesome and PG-13?
No workplace is perfect. But finding a culture that aligns reasonably well with your personality makes an enormous difference. Work is hard enough already. You should not also feel like you are serving a low-security prison sentence in a windowless supply closet.
6. There Are No Shortcuts
Quite often when I am wrapping up a career talk to young professionals, someone in the back pipes up with this gem of a question: “Yeah, yeah... thanks for all of the advice. But how can I get ahead now without doing all of this other stuff?”
Initially, this question was a bee in my bonnet. But then I remembered I felt the same way when I was a young professional. No one took the time to tell me that there are no shortcuts.
If you want to get ahead, you have to create value. A lot of it. And you have to do it consistently and without driving your boss and coworkers to drink. You have to be proactive, use good judgment, solve problems before someone asks you to, and stop acting like your job ends the second the clock hits 5:00.
If you’re frustrated that you haven't been promoted, but your boss still spends significant time reviewing your work, or you need both hands to count the number of mistakes you’ve made in the last month, slow your roll.
You need to transform yourself into a low-maintenance, self-sufficient, value-creating machine.
It’s not a shortcut, but it works.
