Ask HN: Senior people, how did your career evolve?

For the context, I have always been passionate about software engineering, I started very young and have worked in it non stop every since. I mostly worked broadly in web development and have pretty-much mastered all areas and layers of the stack (infra and cloud, databases, backend, network, front-end and even a bit of mobile...). I've also been an indie game dev on my free time ever since.

For the last 5~10 years I have not been evolving or learning anymore in my daily job, and feel that I've basically seen everything. It only feels repetitive, and as I've lived through many tech bubbles, I don't get much interested in the major trends because the fundamentals are the same and everything old gets new again.

Over the years, I've worked in many companies, from big ones to fresh startups, B2B and B2C, in direct and as a contractor as well as web dev agencies. I've also found out that while I like tech leading and the various design and spec phases of software, I don't like managing people. I do not want to evolve as a CTO either because of those reasons and the endless meetings. But the industry seems to think that the normal path forward is to quit being a developer and manage people instead, which is a totally alien idea to me because it involves completely different skills and knowledge.

I am now at a step in my career where I find it impossible to find a company where my knowledge and experience is really valued and useful. I'm often the most senior, more than even the managers and CTOs, but have less power or influence and am just another cog in the machine. I see the mistakes being made and know what it will cost (because I've been there and done that many times), I do my best to explain that and recommend alternatives, but more often than not it still happens anyway.

I've long considered switching to game dev professionally since I find that it has a lot more fun and interesting challenge, and I yet have lots of things to learn there. But as a husband and a dad, the reputation of the industry (low salary and crunch time) makes it difficult to seriously consider. I'm now thinking that freelancing my be my best bet going forward, and then explore and build things from here.

I know that there are more senior (30, 40+ years...) people around here, so I'm curious to hear your experiences. Did you ever feel the same way, what did you do and how did you finally find a satisfying daily job?

Congratulations!! You could try consultancy, training others, writing books/ blogs.

* Share your knowledge in whatever way is rewarding to you; videos, books, blogs.

* Give those 'alien ideas' like management another chance. Maybe it beats doing the same things you have been doing? Find a mentor.

My first few roles were in startups, where I got to be very hands on, learn a bunch, and mostly focus on the craft of software development and systems. I similarly felt I had a lack of higher-level understanding of business, management, product, etc.

I then went to Amazon for 7 years and this is where I felt I developed a stronger sense of the "business" side of things: politics, understanding what your customers really need, influence, delivering massive things across multiples teams and years of effort.

> I do my best to explain that and recommend alternatives, but more often than not it still happens anyway.

This is difficult to overcome, particularly on a short timescale. I felt this early in my time at Amazon at times, where I felt "right" but couldn't get others to see things my way.

The path there for me was first developing relationships with my peers generally, then establishing trust for my judgement. This came in the form of chasing ambulances, jumping into technical and non-technical problems unrelated to my direct team (eg: incidents), mentoring others. These activities are generally trust-building, and non-controversial/political. This also build some social capital, such that when I would speak up in a meeting or point out some flaw/gap (with data), people would listen more.

I've found it incredibly hard to influence without first establishing solid credibility, and vice-versa, if someone is new to an org, I will certainly listen, but I also don't yet know them/their background/or why I should outright accept their opinion as the truth.

Conversely, I have also seen people more senior than myself struggle with this concept. They show up in an org and repeatedly tout their resume, and expect acceptance "Yeah at X we did things this way", "I built x, y, and z". This has not worked well for them in my opinion.

The most influential engineers I've worked with had strong trust based on their actions and history of delivering, helping others, providing opinions backed in data, and being level headed. If they spoke about a problem it was something to listen to, not just a weekly complaint about something else.

Lastly, make sure whatever it is you work on truly matters to the business, and understand how it ties back to the business and your customers. It can be fun (or necessary at times) to be off in the weeds on something that is technically interesting, but really unimportant to the bottom line and ultimately to advancing your career.

if you want more joy in your craft, look for a boring job and seek joy in personal projects

my 2 cents