On Staying

Anna Rankin on April 03, 2018

The career advice I've gotten since I entered the development workforce has generally fallen into two camps: "Leave your job as soon as possible... [Read Full]
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Really enjoyed this post, thank you for sharing. I’ve been thinking of similar things so I’ll ramble some of my thoughts :-)

In my case I should have left sooner at the last job (5 years) — like you I thought, why leave if things are good, and I have more to get done? Looking back I can see my best work was done by 3-4 years, and although teammates valued me, I wasn’t learning enough towards the end. Also, I was overworking. When I got to the next company I was way more engaged, learning more, accomplishing more, yet working less.

Interestingly, that last place has tried to bring me back in several times. Sometimes trying a new job doesn’t close the door on the old one, so it can expand horizons.

Hedging my comment: results may vary!!!

So, like you, I’m more inclined towards staying with a team that has mutual trust, and good mentors or other learning opportunities; but also ask myself regularly when I should move on. I think it’s best to do both... And keep options open.

Now I have a questionnaire of things I ask myself, a personal “retro” for my career, that I try to do every 6ish weeks. I set a reminder for this. And I’m going to start applying some places after 2 years at a place, even if my best judgment says things are good and I end up staying 4-5.


Holy crap you literally described my exact experience from 2 months ago, including the 5 years in one company, having done my best by 3-4 years and getting to another company that made me feel accomplishment as I haven't felt in quite a long time.

My friend's hypothesis is that "good developers shouldn't stay in a single job for longer than 3 years, since after that you stop learning", maybe he's right...


Thanks so much for sharing your experience and advice! Having a personal retro and keeping yourself open to new opportunities is a great idea. I love hearing stories like this, it's really helpful :D


I've been with my current company for 10 years, and have no plans of leaving. Every once in a while I wonder what it would be like to switch, or look at other options, but I tend to come up with the following conclusions:

  • I enjoy my current job and the projects I work on
  • I have nothing driving me away
  • I feel my pay is appropriate
  • My company values me
  • I can choose the hours that I work, and don't get forced to work extra.
  • My job is stable, and predictable. A new job would bring on so many unknowns. What if I don't like the company, what if it's not a good fit for me, what if I don't like the coworkers?

And so I really have no reasons to leave :D


That's awesome!! It's great to hear from someone who's been at a job they're happy with for years - it seems rare in the tech field; it's so relieving to hear that it happens :D


When I left my last job, I briefly felt guilt at leaving. But then I realized, I was leaving the company a better place than when I joined. I felt good about my contributions while I was there.
It's a good perspective, looking at the work you wanted to do, and felt good about accomplishing.


Great read Anna!

I went through something very similar recently. I had a friend reach out to me and ask that I interview for a position that sounded right up my alley, and offered very nice perks and benefits. My initial response to her was, "no thanks, I'm not ready to leave my job yet." We chatted about it again a few days later and she convinced me to interview for the job at the very least. I was, after all, under no obligation to accept any offer that they made me.

I approached the looming interview with the same pangs of sadness, and even guilt that you described. On interview day, I met a bunch of engineers and got along with them very well. The company ended up extending me a very generous offer and I suddenly found myself torn. I loved my current team and am pretty proud of the work my company does, but I realized that I was being under compensated while doing work on the part of our stack that I was less interested in than what was being offered to me.

I discussed this offer with my boss who really wanted to keep me and was more than happy to move me over to a team that suited my strengths and interests better, and bumped my compensation as well.

While the process was an emotional rollercoaster for me, I'm glad I went and interviewed. I learned a little about what other companies are doing, how they may value me, and gained some more experience at interviewing. It also benefits my current company, as I know just how valued I am by my team and I am far less likely to leave my position anytime soon!


Thanks Paul! And that's so cool - I'm glad your boss was open to changing it up to keep you on-board. Sounds like the best of both worlds! :D Good stuff to think about 🤔


Although, what you did was accept a counter-offer from your current employer, which can put you in a bad position in the future.

For example, if times are hard you'll probably find yourself first in the firing line. It can harbour bad feelings with your boss who may feel they've had their hand forced in increasing your compensation. Your employer may start to doubt your commitment or loyalty to the company. It's likely to shut the door on the company you applied to in the future.

There are quite a few reasons not to do this, make sure you think hard before accepting a counter.


Exactly! We should be afraid or be guilty to look around. When you know your prospects, it is much easier to ask for a career advance when the time comes. It is all about self-confidence and awareness in the end.


Great insights Anna.

I found myself in this position at the end of the year and decided to make a move. For me it was about going out and trying something new in the deep end again. I needed to gain another perspective on the world before pursuing even bigger goals.

In hindsight, this might have been possible staying at my previous company. But regardless I made the choice I made and I am happy to be trying new things again.


Thank you! Money definitely isn't everything, and the cultural expectation/habit of techs "job-hopping" around is, frankly, really unhealthy. Yes, sure, sometimes one needs to leave, but if one is in a healthy company, developers should be encouraged to grow there instead of always looking for greener pastures.

I'm glad you decided to stay at your current job for all the right reasons.


Thank you Anna! I appreciate your thoughts and I know the struggle. I wonder if it is something unique to this generation compared to a couple of decades ago when people worked at a single company for their entire lives.

But I do want to express one additional point to consider leaving and not staying too long. I found people who stayed too long in one company tend to have a narrow set of experiences especially in the area of processes and people development.

Being able to see the same coworkers you really like for years in and out is great for the social life but you never really get to see a different perspective. I think going to conferences or meet up groups is great for learning these different perspectives but it's never the same as being in the trenches of the differences.

Also the benefits of meeting new people and making new connections is very valuable. Some of the greatest ideas are a product of intersecting differences.


Those are some good points, too! I worry about that sometimes - and I agree that attending meetups/conferences/etc. is a good way to scope out the different perspectives that are out there and meet new folks. Good food for thought - thanks :)


"Well, why do you want to leave?"

It may sound ridiculously obvious but if you come to interview there is some unconscious/conscious reasoning behind this.

Pursuing with the idea either of camps (money vs do only what you love to) is hard. And neither of to be a good "job-hopper" or to build a long term progressive relationship with the same company is easy at all.


If you are asking...

I know it sounds very cliche. But looking back, every time this question comes up in my mind, I've end up leaving the place at one point.

Everyone and every situation is different though. For me, when I ask myself, it's basically saying: start planning your next adventure (which can take more than a year).


That's a good point, too! You're right; it's always good to keep yourself open to the next great thing.


Thanks for this post!! So helpful to read about your perspective on this, especially as someone who has basically started his career in development.


Thank you Andy! I'm glad it was helpful :D


Great article! I've been at the same job for 12 years, and I've had plenty of opportunities to grow without having to sever ties. My work's also not done yet :)


Great post. I think you hit on something here, which is that we are often taught to look for the wrong things in a new role (funny, I have a post half-written on this very topic). We are told to look for important sounding titles at important sounding companies, but it takes many of us years of trying (and switching jobs) to figure out that this isn't the key to happiness in a job. At least it did for me. Relationships, work/life balance, flexibility are all key factors - though you have to still enjoy what you do.

I think it is actually great that you were convinced to look at this other position. Sometimes it takes exploring elsewhere to reaffirm that we are actually in the right place.


Superb post. I changed my job a month back and I am twisting over the same question, because what is expected from me is completely different from what I was doing previously.

I left my previous job basically for good pay, but I had really worked hard at my job and was having good relationships with my team and managers, although they too promised me some things, but it was a long shot, and I just couldn’t risk it anymore.

After joining my new company I felt lot of overwhelmed in the first month, as these guys are asking wto lead team and also interact with a client, which I have never done so far.

The point I am trying to make is it completely depends on the situation you are in.


You're totally right - sometimes leaving is the best thing you can do for your happiness and your career! It sounds like you made your choice for good reasons.


Yay! Great read Anna!


Thank you Ben! :D


Nice point of view,

"my relationships, the respect of my co-workers, the product itself and the influence I have on it".
Too bad you cannot test these (for reciprocal) without leaving, from (my and peer) experience the relationships (that seems personal, they feel like friends) are purely professional (or exists by cohabiting), as a result very few to none former coworkers kept in touch or just called to hang out after you leave.

As for the experience, if you work more than a few years on the same project from what I've seen there is none new gains, I mean the Return of Investment (new things you learn) falls to 0.

I hope you are an exception and all that I said doesn't apply to you, most of all your project(s) are evolving, new features pose great tech challenges, time for refactoring and rewrites are given more often, the salary yearly increase is more then 15% (usually if is lower a new job will be more beneficial) and so on.


Well, I'm currently working at a company where my work is far from being finished but it was never anything I really wanted to work on (lots of administration, just a bit of programming). So I might as well move on ...


"Leave your job as soon as possible for a higher paying position - it's the best way to get a raise in this industry, and you've got to build out your resume"

I always hear this being told & I disagree that "It's the best way to get a raise" because isn't the real best way to get a raise is through hard work & dedication. In my first software development job after being there for 2 years during my performance review I asked for a 30% raise because I knew that I had grown in Skills & I based on market rate I was underpaid. The company gave me what I asked for with no haggling. :-)

So I agree with you that some things are worth staying for. :-)


I've never been at the same company for more than 5 years. Except for one time where I left for a quality of life issue (not money), the company left me in one way or another. I've been through layoffs, shutdowns, and "reductions in force". I've had management changes where the "new broom swept clean" using rank and yank to keep their sycophants and dump others.

As a result, it's difficult for a company to gain my trust that they'll provide stable long term employment. They may intend to but few actually do it these days.


This is a great post. It's difficult to stay in one company when it seems like every other developer is looking for the next big company to join. Sometimes, staying is just what's best for a developer. Thanks for sharing this.


I felt much of the same feelings when I left my last job. However, in my case, I definitely felt like the work I wanted to accomplish at that job definitely want finished. That's why it was so hard to leave. Unfortunately, I did NOT feel valued, respected, or appreciated. I used to, which is why I was so sad about it, but organizational shifts changed it all in a big way. So it was very difficult to leave that job, since I couldn't accomplish what I really wanted, but it was definitely necessary for my job happiness and progression. While I still feel sad about it, my new job is vastly better and more satisfying!


Thanks for sharing this. I always believe working in a wonderful team is much more important than working on a shiny project.


I totally agree - good people are so rare 🙂


This post legitimizes so much of what is thought of as just millennial tendencies. I suppose you can love code and also love your work. It just takes wading through some shitty jobs 😁


While I read this, I was wishing you to stay. Glad you did!


I guess women are more interested on find a good job environment than salary. Not trying to be sexist, actually i think thats a good point.


Thank you for this post. It's always nice to hear a stance towards staying instead of the current trend of leaving. I've also had that same feeling of 'My work here is not done'

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