Apparently continuing to journal my personal career epiphany.
Every six months, we are asked what we’d like to do to grow our career. For some, this may not be an obvious answer, and i’m hoping that i can help explain to those like me.
Let me explain how i was wrong
i was raised not to speak well of myself. Bragging was frowned upon. Folks that sent Christmas Family Updates filled with accomplishments and awards were quietly mocked. Family members who managed to rise through the ranks without drawing attention to themselves were heralded as heroes.

When i began my first career, that was true in the workplace. “Keep your head down and do a good job and you’ll go far!” was the silent mantra. Bonuses were handed out in private. As one prior manager said “It’s like we do these things like drug deals”, and they were pretty accurate.
If you had said to me that i had to have an active hand in my career growth, it would be like saying i had to steer the continent. It would seem like an alien, impossible concept, particularly since that obligation belonged to my manager, right?
Well, no.
It turns out that your manager is also a person. Depending on the organization they may have too many reports, plus their own task set, and far more meetings and paperwork than you can possibly imagine. If you’re also a “pure engineer”, they may be doing things that feel like dabbling in arcane arts, with terms that sound like gibberish. The good thing is that it may also be mutual. They may have no idea what you do aside from whatever mutually agreed metrics you’ve presented. “Has JR done the four items he listed three or six months ago? Check. 4% cost of living it is, then. Oh, he also single handedly refactored the CriticalSystem? Huh, forgot he did that. Ok, let me see if i can budget out an additional 1%.”
Add in that many organizations tend to reshuffle fairly regularly, meaning that you, or your team, get a fresh, new scorecard with every change to the management chain. More than likely, they’re new person with little experience with your team. If i’m lucky they may be able to distinguish me from a rock, provided how empty the field was.
This is not a slam against managers. As i said, they’re people who are also overworked and generally doing more than their fair share. They do a job that i recognize that i cannot do. It’s a very specific set of skills and empathy that not a lot of people have, and when you get a good manager, you should enjoy the great opportunity you have and realize that nothing is permanent. Managers get promotions too.
Positioning Save Points
If you play platformer games, you probably know about save points. Well, if you’re as terrible at video games as i am, you’re thankful that save point keep you from starting over from the beginning when you die every five minutes.
It’s not a bad idea to think of ranking up as kind of a career “save point”, but instead of getting eaten by a grue while you were getting coffee, the “save point” kicks in during a reorg. Like i noted, bosses are people. People are neurologically hard-wired to take short cuts. When a person gets a new team, they get the brief overview of the members and do a quick assessment. They may see two people at level 2 and one at level 3, and in their minds they see them at about 50% of their respective levels.
Mind you, one of those people may have been working way beyond their level, but doing so quietly, so all that effort is lost to the winds. Or at least put in the same mythical Permanent Record that your elementary school teacher threatened you with.
By the way, this is why it’s absolutely CRITICAL to keep a personal, detailed log of your weekly accomplishments. This document should be something that you control (although you should share it with your boss), that logs the high and low points for yourself. It’s amazing what you’ll forget if you don’t and it’s absolutely vital when it comes to self-review times.
But why might you want to go beyond what you’re doing now? Well, it kind of depends. If you’re absolutely comfortable with what you do, that’s fine. But if you find yourself doing more than what’s in your job description, you might want to consider leveling up.
In fact, it’s a really good idea to do an honest self assessment.
What grade of houseplant could replace me?
Ok, that’s a bit facetious, i admit, but like i’ve said, i have a pretty low opinion of myself. Don’t be like me, in that respect.
Instead, try to abstract “you” from what you do. Could you be replaced by someone else for less money or experience? And be fair. Include all the additional stuff you do that’s not part of the strict job description. Let’s say that your job is to keep the widget server running. You do that, but you also provide the QA teams tools to test the widget server, fill in missing documentation on how to use the widget server, teach classes on effective use of the widget server, and answer customer emails about bugs and issues. Yeah, all those are around the widget server, but if you were eaten by a grue (sorry), could someone just promoted to your position do the same, or even think about that sort of thing?
Likewise, it can be VERY hard to recognize your level of influence. “i was just answering a bunch of questions.” can be easily dismissed, but can carry a huge amount of impact. Eventually, you’re seen as an expert, and you may well be. Your gaining, and more importantly sharing, experience which makes things easier and others more productive.Â
If it helps, take “you” out of it. Make up a person like “Pat” or “Chris” who happens to be a lot like you and talk about them as if you’re trying to get them promoted. Point out the things they do that go the extra kilometer.
Extending your reach
Remember how i said that people are neurologically hard wired to take short cuts? They really are. When you go up the ranks, folks tend to change how they interact with you. (i’ll even add that you will change how you interact with yourself.)
There’s an old adage called the Peter Principle which says that folks will advance up the ranks to the level of their incompetence. i tend to also think about what i like to call the Inverse Peter Principle, that says people are held back by their levels of competence. If you’re particularly good at your job, there may be little reason to move you out of it because, well, why would any sane person willingly break something that cheap and functional?
But, going up a rank broadens the number of folks that you can reach. That has a real impact. It gives your voice more leverage that you can hopefully use for good. Because of your higher rank, more folks will listen to you. You have a smaller, more focused peer set that you can connect to, and they also have wide audiences that you may not be connected to. Working with them you can cause real change and progress.
If you’re like me, you know that what matters in life is how often you reach down to help folks go up. It’s a lot easier to do that when you’re higher up yourself.
Plotting your goals
Goals are hard. i get it.
We use OKRs. Those can be tricky as hell because you specify them six months out, they need to be aligned with the company, group, division, and team objectives. Be actionable, accountable, with clear success markers, and you’re graded on them at the end. That grade gets reflected into your possible raise and bonus potential.
Clearly, the incentive here is to be fairly conservative about what goals you set for yourself, or at least, vague-ish enough about them that when future fudging the results, you still come out better than average.
That’s terrible for a number of reasons, but i won’t go into all of those right now. Instead, i’ll note that after that exercise, you’re then asked what personal goals you want to achieve.
There’s a funny trick you can pull on some folks, where you ask them “What does Y-E-S spell?” They’ll respond “yes”, because of course yes is the answer. Anyone who has greater than a 3rd grade education would absolutely say that Y-E-S spells “yes”.
Then you ask them what “e-Y-E-S” spells.
Some will tell you that it’s not a word, Others might say it’s “ee yes” or something.
Again, neurology is hard and shortcuts are easy.
After playing mental chess and filling out the OKRs, you get that one thrown at you, and you’re probably still going to play mental chess. “What answer can i give that will give me the best chance of not getting fired/laid off/paid more?” and you say you’re going to do something like learn a new programming language or study machine learning or something.
That’s also probably a terrible answer. i mean, it may not be, depending on what your personal end goals actually are, but if you’re just writing that without any sort of long term plan, then it’s not a good answer.
Instead, you should be asking yourself “what would i like to change?” or “how can i improve things around X”. If you’ve been working somewhere long enough, you probably know the sore spots and sticking points. You do have the ability to change them, you just need leverage. If you need more leverage perhaps you should consider levelling up?
Likewise, if there’s a graph or chart that shows all the things that someone the next grade up should do, and you’re already doing all of those things, why aren’t you getting the proper recognition?
A work in progress
i’ll note that all of this is pure speculation on my part. i’ve been at the same grade for about 20 years, through multiple companies (See: “Let me explain how i was wrong”). i’m currently working to try and address that, and i fully understand that it’s not going to happen overnight, nor am i going to be greeted by banners and balloons.
Still, my gross legacy of mistakes and near-sightedness should not be yours, and there are ways and approaches you can take to this to make it far less uncomfortable.
i mean, it’s never going to be super comfy, but at least it won’t be something you dread doing as much anymore.