Tell HN: I'm having the worst career winter of my life

I don't know if companies are just in a "wait and see" stance to see the effect of AI coding agents, or if it's the sign of a wider slowdown.

100% remote is also a tough ask. I've noticed increasingly job roles are listed as 2-3 days in the office as companies awkwardly transition back to the office.

Unless the company is a FAANG company or hedge fund, the UK tech scene is dead.

I don’t see any good UK startups worth joining in the UK. All the good ones are in SF / NY, etc.

The best analogy I can find, if not a tired one, is the equivalence of software engineering to tool-and-die making.

In prior generations where manufacturing was king, it was a necessary operational skill set in order to produce things at scale, yet is much less (if no longer) relevant in the age of additive or subtractive manufacturing, where quantities can be varied according to immediate requirements.

Along the same lines, a skill set in traditional software engineering is less enamored in the age of AI agents that can better regurgitate boilerplate code.

The corresponding next-level-up analogy is the tool-and-die maker that learns 3D modeling + additive manufacturing, with FE analysis and CNC skills as a fallback. For software engineers, it's AI agent prompt engineering and data modeling, according to use cases defined by business needs.

You need to put on your entrepreneurial hat and figure out how to do things faster, with greater accuracy, relevant to business needs - not navel-gazing at package management and build automation exclusively.

This is, of course, an extremely naïve view of the state of things, though I cannot imagine, as a generalist, how one could survive with increasingly niche skills that, a decade ago, would have commanded six-figure salaries.

Good luck!

After the post-COVID boom, companies started laying off people in large numbers. Couple that with tightening restrictions on remote work, most US companies now require work authorization, EU companies have tax compliance requirements, etc.and remote options without a formal employment relationship have become nearly impossible to find.

I don't think learning new programming languages will make much difference at this point. There isn't a new shiny technology that everyone's chasing, and AI companies are hiring very few people. Your best bet is probably finding an in-person job and relocating.

Is there a particular specialisation you have, and then how does someone who needs that specialisation find you?

Particularly if the job is 100pct remote, you’re participating in a global market.

Or if there’s a local company that needs you… even if the work isn’t the most challenging… Can at least leverage the real-world relationships? Anyone at prior jobs who can help with connections? (Never hurts to ask).

I hope you are able to find something that provides at least an emotional boost while the broader search continues!

There are still plenty of jobs at local software shops, banks, consulting firms, hospitals, government agencies and more, and you are at the front of the line for all of those. A lot of them enforce as little as 2-3 days in the office. Apply there instead.

Please feel free to reach out, and then we can see if there is a good match.

Isn't the idea of the site to "hack" as in thinking outside the box, building your own projects and companies, doing things in interesting new ways?

disclaimer: we are 7 days a week in person

I wish that rto was being handled with more flexibility and empathy, and I appreciate that travelling to work can be very difficult to reconcile with location and parental/caring responsibilities, but this is unfortunately where we are.

I'd also recommend looking beyond startups and pure software/tech companies. There are many businesses in eg manufacturing, or in less mainstream locations, that struggle to hire decent devs.

For context: I'm a UK-based developer and have recent experience of a fairly substantial period of unemployment. I now have a job with a great business, but also with a substantial commute.

Idk how I'm supposed to talk about the last 2 years in interviews and every move up and out. I would have left earlier but it's challenging

What covid did to office work lasted many years and now there is finally a reverse reaction where people (not just office managers) are rediscovering that hey we actually get things going if we sit in the same room, at the same time, working on the same problem.

AI is a bit like outsourcing / off-shoring. Best results are on tasks that are well-defined, of a fair size, and well-documented. Incidentally the tasks that used to go to someone sitting remote.

I have ~20 years of experience. I wrote a book about Ruby. I have GitHub repositories with thousands of stars. I have my own successful projects written in Ruby/Rails. I’ve spoken at conferences and contributed a lot to the Ruby/Rails community. I was a perfect match — and I still wasn’t hired.

This wasn’t a one-off. The same thing happened with several Ruby/Rails startups.

You know what I did next? I switched to Gen/Applied AI. And the difference was huge. The feedback became much better, and salaries were 25–50% higher. The tech itself wasn’t that different — mostly dynamic languages. I had to learn new things, but it took months, not years.

I also pushed myself deeper toward understanding AI properly. I genuinely enjoy this space. I started learning the fundamentals and even built my own learning materials (for example, howllmworks.com). You don’t need to go that deep to get hired, but I wanted to. The field is fascinating.

What’s funny is that many companies hiring “AI engineers” don’t really know what they’re doing. I’ve had interviews where they openly said: “We don’t really have AI expertise, but we know we need AI.” That’s how things are right now. It’s both good and bad. They can’t really judge your skills properly — but that also means your chances of passing are higher.

As for the Ruby/Rails world — I’m honestly very disappointed. The market feels completely saturated. There are too many experienced engineers competing for too few roles. Being good is no longer enough.

One company literally told me my interview performance was too good. They suspected I was using AI. That was the feedback. Twenty years of experience, open-source work, a published book — none of that mattered. “You’re too good, and there are too many candidates like you.” That’s how I understood it.

I’ve seen this happen repeatedly. It’s not just one bad experience.

At this point, I genuinely believe the Ruby/Rails ecosystem is shrinking. The whole “one-person framework” idea that DHH has been promoting made sense years ago, but not anymore. The problems it was solving simply don’t exist in the same way today.

With LLMs, the world changed. You take the best tools available. Next.js with standardized React components instead of Stimulus and Turbo. Hosted auth instead of rolling your own. When I needed to integrate something like Clerk, I just dropped in a component and moved on. There are tons of ready-made solutions in the React ecosystem.

Now compare that to Ruby. Are there modern AI libraries? Yes, technically. Are they well-maintained? Not really. You’re often dealing with abandonware. LangChain officially supports Python and TypeScript — not Ruby. And like it or not, AI today is happening in Python.

The more time you spend clinging to Ruby/Rails, the further behind you get. That’s just reality. My advice is simple: if you can, move on. The opportunity window in AI is wide open right now, but it won’t stay that way forever. 2026 is probably the last really good entry point.

Over the last two years I have applied to at least 150 jobs. For each application which would accept a cover letter, I wrote one. And I only applied to roles which I really believed I would fit into - I didn't just spray and pray.

I think I've had 4-5 companies that I got to interview with. The closest one to hiring ended up choosing another guy who had a little more frontend experience (this was for a backend role). But they said they really liked me. That's great, but it doesn't help :)

The rest were usually silent rejections. I'm actually grateful when I receive a rejection email (vs indefinite silence).

Along the way, I've built maybe 8 demo projects as part of the application process. I got to show off a few to the companies, and despite delivering what I honestly believe were clean, quality solutions, I didn't get the jobs.

Eventually I gave up applying for some months. It's just to demoralizing to keep trying and getting nowhere. Now I build things that make me happy (for no money), like my new web game, Vector Defense -> https://michaelteter.com/vector.html

I've started applying to companies again. If nothing happens in the next six months, I'll most likely walk away from my tech career and just get a "regular job". Maybe I'll open a gym in Bangkok; they don't have many, and the few decent ones have surprisingly high monthly fees. I could compete; and I love hospitality and providing nice experiences for people. So if anyone wants to partner with me, hit me up!