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Posted by u/throwmeawayapr 3 years ago
Ask HN: Dealing with Career Mistakes
Two years ago I had an option to go into the management path. My leadership was supportive and wanted me to take up the opportunity. I chose to pivot into the product management instead. My peer took that role. My role change didn’t go very well. Personally i was unhappy and felt unfulfilled at work. While I was respected at work and my manager very supportive I didn’t enjoy it. I quit and joined another company and pivoted into program management. Since then my work hours have doubled and while I am earning the highest paycheck I could have dreamed of, I am extremely unhappy being an IC. I have 25 years of industry experience and I feel I should mentor people instead of moving JIRA tickets around.

Yesterday I saw my former colleague who grabbed the manager role, got promoted to a director. I was hard working and intelligent than him. I could’ve played my card right and be in that place. Yet here I am being ‘advanced beginner’ in a different role every couple of years doing grunt IC work. How do I turn the wheel of time back and undo my career mistake. I feel incredibly stupid. I am losing confidence in making good decisions.

How do I deal with my feelings? Should I seek professional help?

somehnacct3757 · 3 years ago
You have no way of knowing that you would have done well in the manager role and gotten promoted to director like your peer. You claim to be more hard working and intelligent than him but who's to say what you view as hard working and intelligent are objectively true? Who's to say success in those roles is even a function of hard work or intelligence? Who's to say your peer didn't have some third skill relevant to managering and directoring that you lack in comparison? Maybe the thing that led to your peer's promotion was his boss's partner meeting his partner at a holiday party which put him on the radar. Who the heck knows.

If a man in line behind you at the convenience store buys a lottery ticket and wins a million dollars, do you kick yourself for not buying that ticket when it was your turn in line? Life is chaos; pretending things like this are in your control is useless. Punishing yourself for not knowing what you didn't know in the past is cruel.

Your misery comes from your own self-imprisonement. Happiness will not come from a time machine. Rather you should work on keeping your ego out of the driver's seat. A therapist might help, to teach you frameworks around catastrophization. Eastern philosophy has a lot of answers for dealing with ego as well. Alan Watts' The Book is a good way to experiment on that path.

Forget the past and focus on the present. If you don't like the present, focus on the future.

moonchrome · 3 years ago
>If a man in line behind you at the convenience store buys a lottery ticket and wins a million dollars, do you kick yourself for not buying that ticket when it was your turn in line?

That's a very nice analogy - is it something you came up with ? (I am going to steal it so I would like to know who I'm stealing from :) )

photochemsyn · 3 years ago
I think it's an example of the post hoc fallacy and is often presented in terms of a casino slot machine, where a player leaves the machine and the next player wins the jackpot. X is assumed to cause Y, simply because X occurred before Y. With the above example, X is 'not buying the lottery ticket when you had the chance' and Y is 'the next person to buy a lottery ticket wins the prize'.
sithlord · 3 years ago
its basically a gamblers fallacy, another one is people will get angry if they were playing a slot machine, losing - got up and the next person immediately won a jackpot. they think it was their jackpot. when in reality it is just RNG at its finest.
jeffwass · 3 years ago
Actually that does beg the question - does the randomiser seed for autopicked lotto numbers use a time stamp? Ie, would you have actually gotten the same numbers he would have gotten if you didn’t buy it?

Dead Comment

sph · 3 years ago
Agreed 100%. I had an opportunity for a managerial role, I took it, I thought it would make my career better.

It didn't. I crashed, burned, couldn't write as much code as I wanted and managing people is an entirely other and opposite skill than writing code. I quit, I took a break and I'm now planning on writing code as an engineer for the rest of my career. I'll leave herding cats^H^Hdealing with people to more suited candidates.

You can't know that your current choice is a mistake. That's an unproductive attitude to have in life.

zerr · 3 years ago
Unfortunately, at many places, going into management is considered as career advancement instead of parallel path, and this is reflect in terms of compensation as well (a huge mistake).
codegeek · 3 years ago
Well said. OP is making the classic mistake of comparing them with others and assuming that Grass is greener on the other side. Never compare yourself with others, never. Always compare yourself with YOURSELF. I keep saying this and hoping it helps others.
adam12 · 3 years ago
> Life is chaos; pretending things like this are in your control is useless.

Yes, I've been thinking a lot about this and if free will is just an illusion. I sorta like to think it is just an illusion. It does make it easier to deal with "wrong" decisions.

me_me_me · 3 years ago
(Not OP but) This quote most likely is not about free will. But how life is random/chaotic. Two people in same situation doing exactly same thing might end up with different end results.

In professional poker there is a rule/saying, "you can do everything right and still loose" (due to chaos). The trick is to not over-think your mistakes, if you made a stupid decision reflect why, if you didnt make stupid decision it might not have been a bad decision, just unlucky.

You cannot control the chaos only adapt and look ahead, instead of if only i did this or that i would be better off. You cannot know for sure if something would happened or not.

You absolutely have free will to do something about your situation, but you cannot guaranteed outcome.

baremetal · 3 years ago
that kind of thinking could result in repeating your mistakes.
jpcapdevila · 3 years ago
I was having this conversation two days ago. I believe free will is an illusion, everything is ruled by causality beyond our comprehension.

But even as I say write it, in a couple of minutes my brain will jump back into thinking I'm in control. It's very strange.

anoy8888 · 3 years ago
I agree with everything you say. However,I think this argument is overused. Sure , luck is important and there is always incomplete information but it doesn’t mean you can’t differentiate between good decisions and bad decisions. It also doesn’t mean you can’t improve yourself by improving your decision making skills. For example , there is a lot of luck involved in poker games , but experienced player who can make consistently good decisions are going outperform those who are not making good decisions.
tigershark · 3 years ago
I completely agree. I’m a pretty good software developer but I’m pretty sure that I would be only an average manager at best, that kind of job is not for me.

https://en.m.wikipedia.org/wiki/Peter_principle

sifar · 3 years ago
>> Happiness will not come from a time machine

This needs to be framed.

designium · 3 years ago
Well said though I be a bit more soft in the words.
somehnacct3757 · 3 years ago
My apologies. It takes me way more effort to write that way, so I don't bother for anonymous comments. But I know you're right and I agree with you.
onion2k · 3 years ago
I was hard working and [more] intelligent than him.

Being more hard working and more intelligent than the competition won't get you very far in anything except purely practical work.

Those definitely aren't things that make a manager successful. Being approachable, being on the side of the people you're managing, willing to pass on the credit for wins and take responsibility for failures, being willing to make hard calls and tell people 'no' when they're unreasonable etc are the nice things that make a manager a good manager. Being selfish, ruthless, and willing to burn bridges to get further up the ladder are often useful skills too, albeit from a slightly nastier perspective.

Management is psychology and politics. Those things don't require much hard work or intelligence. (I'm not calling all managers stupid; managers need 'street knowledge' and savvy judgement.)

refurb · 3 years ago
Upvoting this. In my many roles I've had an opportunity to observe and work quite close with executives at several Fortune 100 companies - VPs, CEOs, etc.

I would not rank "hard work" or "intelligence" very high when it comes to common traits of these folks. In fact, I would say maybe half of these folks really stood out in terms of raw intelligence - people who make you say "wow, that person is bright". And we're not talking "Field's medal" smart.

The same characteristics that make for successful politicians makes for successful executive - emotional intelligence, ability to connect with people, confidence, ability to communicate clearly and drive the organization forward. There is a bit of force of personality here - their actions push decision making forward. And that doesn't require a big ego are a silver tongue. I've met quiet, reserved leaders who just have a style that says "I see it like X, so we need to do Y" and everyone else says "of course!" and off they go to do Y.

It's a common trope but "big picture" thinking is a big deal - don't get mired in trivial details, focus on what important, stop people from wasting time on unimportant things. Basically keep the machine well-oiled and moving forward - keep people happy and focused.

sevensor · 3 years ago
I've found that having strong individual contributor skills and having written most of the foundational codebase myself are a dangerous trap as a manager. It's very easy to put yourself on the critical path for delivery, which is really bad for your team. You need to build up those skills on the team instead, trust people who you think might not be ready, and be willing to take the heat when they fail. To the extent I still use my IC skillset, it's to fill in the gaps where I don't have a seasoned developer to lean on. I review a lot of patches. That, and I blow off steam by working on non-critical features.
spyremeown · 3 years ago
>Being more hard working and more intelligent than the competition won't get you very far in anything except purely practical work.

Ouch, I really felt that.

endymi0n · 3 years ago
It's true. I'm objectively more intelligent than my cofounder. He knows it, I know it. He's the far better manager than I am and grew to lead half the company, almost 5x more reports than me.

It's really all about empathy, structure, but first and foremost the ability to pass on the work to _someone else_ and make them succeed at it.

I tend to nerd snipe myself much more often because I like the technical challenges.

strikelaserclaw · 3 years ago
Everyone thinks they are more intelligent and hardworking than the people around them.
groby_b · 3 years ago
> Those things don't require much hard work or intelligence

They really do. It's different from the work or intelligence you apply to technical problems, but it's there. What you call 'street knowledge' and savvy judgment is commonly known as 'emotional intelligence'. (Your terms are way cooler, though ;)

The "hard work" part is also often on the emotional side. Everything you need to do includes a "how will that make the person feel, and do I want that" component.

sillysaurusx · 3 years ago
> Yesterday I saw my former colleague who grabbed the manager role, got promoted to a director. I was hard working and intelligent than him. I could’ve played my card right and be in that place.

The key to happiness is not to compare yourself to others.

My friend tried to convince me to mine bitcoin. I was worried my GPU would die, so I didn’t. He’s a millionaire now, and works a lot less than I do. If I played my cards right, we’d be on a boat together.

But I’ll be on a boat next week, because a fat paycheck has some benefits. Like yours.

I suggest a long vacation, followed by a dramatic reduction in the number of hours you’re putting in. Forget about work entirely while you’re there. When you’re back, spend every day job hunting.

I have to believe that ageism doesn’t exist, and that you can always change careers. Unfortunately I know it does exist, and that it’s not so easy. But if you fail, your next best option is to embrace the mentality of “do less.” You’re putting in more than your job requires; stop that.

Mezzie · 3 years ago
Alternatively, if you really can't stop comparing, pick a different reference point until you can stop comparing.

When I compare myself against my peers from when I was a child, I end up horribly depressed because I have no PhD, no company, etc.

On the other hand, if I compare myself to the average in other categories, I'm doing really well. The employment rate for those with MS is around 30%, and I'm a single gay woman from an abusive household (so no parental support) on top of that. From THAT perspective, the fact that I'm a breadwinner for a middle-class home means I'm doing REALLY well.

filmgirlcw · 3 years ago
> How do I deal with my feelings? Should I seek professional help?

Yes. If you’re at the point where you need to anonymously seek advice/share on HN, I definitely think it would be a good idea to talk to someone. And please don’t read that as me being flippant. I’m a strong believer in therapy and think it is beneficial for every single person.

I would also suggest talking to some sort of career coach. I used to dismiss executive coaches because I thought a lot of the practitioners were just con artists hawking their wares, but I’ve found real value in executive coaching and have good friends who have as well. Finding a good coach is probably just as hard as finding a good therapist (and the roles are similar), but if you don’t want to talk to someone about the residual anger and resentment you have, you should at the very least talk to someone who can help you make sense of making some sort of game plan to get back on the management track, if that’s what you want, or to find something more fulfilling to do.

The thing is, the grass isn’t always greener. There is no guarantee that you’d be happier or made director if you’d gone the management route. Your work hours would also probably be double. But you can’t change the past and hyper-focusing on that won’t help you feel any better.

You need to move forward and you need a plan. Good luck.

Also, go easy on yourself.

ebiester · 3 years ago
While I'm on board the therapy train, I think the career coach would be the far more appropriate professional help in this case.
kstenerud · 3 years ago
It sounds like you don't like being a manager. I don't either, which is why I've remained an engineer since 1996.

Your career takes up a HUGE chunk of your days, so you have to decide: Is more money and status important enough to burn out doing a job you hate, day in, day out?

When you finally retire, nobody's going to care what you were in your past life, and engineers make plenty. So why not optimize for the long game?

shbdfhbsbsdfh · 3 years ago
Honestly, sounds like they don't like being an IC either, based on the "grunt ic work" comment.

They also haven't figured out that IC and Management are different career paths, since they think IC work is just moving around jira tickets.

dominotw · 3 years ago
> they think IC work is just moving around jira tickets.

I really don't think OP thinks this. It was just a way of expressing how unfulfilling they find the current role to be. Thats how i read it.

moconnor · 3 years ago
I transitioned from being a tech lead to a manager. I hated it.

I had an awkward conversation with my manager and we figured it was possible to switch back.

Once I did that, I found I missed parts of management. I had an even more awkward conversation and was able to switch back, but keeping some technical aspects.

Later I switched to a new area and found myself a beginner again, and had to build up the skills, successes and then the recognition that comes with them. Now maybe in the future I’ll be using those old skills and contacts once more!

It’s ok to feel discontent and do something about it. It’s ok to have second thoughts and course-correct. It’s better to take an active interest in your career progression than sit and hope someone does something for you.

Practical advice:

1. Good line managers often have some latitude and will to help you; you just need to discuss it openly.

2. As an individual contributor I feel you have a lot of control over your hours. Stop working so many. It’s ok to tell people no, that can only be done by X date; they don’t know anyway, they’re not the IC.

3. You don’t need to turn back time. You have learned a lot and this will make you more valuable as a future manager. Including about yourself. Tell your reporting chain you have learned enough about this side of the business and want to move back to management. Apply for management roles internally and externally. Get over your pride and hit up your old friend and see if they have a position for you. Relationships matter more than smarts.

Edit: send me a DM if you want to talk, happy to help someone else through this. It was a difficult time for me for sure. Handle is in my about page.

sjg007 · 3 years ago
I see this as a positive thing. You now know what you don't like and don't want to do. Does that get you closer to what you want to do? You only have one life. You failed and learned something about yourself. Now move forward.

Turn envy and jealously into a positive emotion like motivation or inspiration. A therapist can only help and if you want to make tremendous career progress I would suggest seeing one. Focus on yourself and what you can change and control in you.

I bet if you learn about your former colleagues life (who is now a director) and work that you would probably not want the job. There's a reason you turned it down right?

You wanted to see if product management was a better fit. But for whatever reason you were wrong. This is not a bad thing. Did you quit too hastily when maybe you could have found another role at your previous company? What made you choose program management after product management?

Ask yourself the deep questions and you will be enlightened.

skeeter2020 · 3 years ago
> You now know what you don't like and don't want to do.

Edison's "10,000 ways that don't work" is a terrible way to invent a lightbulb, but a great way to live your life from my perspective.

scyzoryk_xyz · 3 years ago
You should seek professional help.

I’m sorry if this comes off as mean but from what you wrote it doesn’t sound like you’re someone I would actually like to work with in any capacity. You sound like the lead character of Clerks - “I’m not even supposed to be here today”.

Not knowing anymore than you wrote I’m pretty sure with that attitude if you took that other path you would be in exactly the same spot you are today: thinking about that other guy.

I hope you find some inner peace and career fulfillment.

zmxz · 3 years ago
I wanted to write what you wrote, but yours is on point and way more eloquent. I agree with this comment 100%.

To OP: please, do look for professional help. It's impossible to play dr. House online, but if I pair my experience of dealing with people with the problem you described, I would guess that you're not happy to begin with - and that spilled over to your career life.

Explore whether there's a root problem, if yes - solve that problem. Then the symptoms will go away.

dominotw · 3 years ago
> it doesn’t sound like you’re someone I would actually like to work with in any capacity.

How are your feelings about what kind of people you don't want to work with are relevant here ?

alar44 · 3 years ago
This is a "public forum" where people have "conversations" and "discuss ideas". When people have a "conversation" it is sometimes helpful to express an "opinion".
scyzoryk_xyz · 3 years ago
OP is expressing dissatisfaction with their career progress. My implication is that this lack of progress might have something to do with how well they work with others. Grumpy, unhappy, unpleasant or difficult people are often unaware of how they come off to others.