Hello everyone.
First of all, I know this is a very privileged problem to have. I was born and raised in Switzerland, I'm healthy, I can support myself, and overall I have a good life. I don't take that for granted.
I'm 27M and live in a smAll village in the canton of Zurich. I've been self-employed for almost three years, mainly doing software development / IT services.
The company is doing okay. I can live from it, but financially I'm nowhere near what I could probably earn as an employee. I currently pay myself around CHF 6k/month, and the company generates roughly CHF 3k/month in recurring revenue from hosting, maintenance, etc. There is around CHF 50k in the company account and 20k in my private ones.
So I'm not in an emergency situation. My customers are happy, I haven't lost one so far, and I have some leads. But I don't have the next larger project signed for the coming months, and that uncertainty has made me question what I actually want. The last few months were extremely stressful. Now things are quiet for the first time in a while, and my head finally feels calm again. Maybe almost too calm. I sometimes sleep in, deal with urgent work, and then struggle to motivate myself for internal projects. There's work I objectively know needs to be done, but I just don't feel like doing it. That worries me a little because when I'm motivated, I can usually work an insane amount.
Part of me is starting to miss being employed.
I miss the idea of joining an existing company where not everything depends on me. Working on an established product or system, having colleagues around me, and focusing on doing good work instead of being responsible for sales, customers, development, infrastructure, strategy, and everything else.
And honestly, proper holidays sound amazing. Taking two or three weeks off without worrying that a production server might die would be nice xD.
There is also the financial side.
I grew up relatively poor. We weren't starving, but there was never much money and many things simply weren't possible. One of my biggest fears is reaching my 30s, wanting children, and realizing that I spent all those years chasing entrepreneurship without building real financial security.
I want to be able to afford a nice home one day and, more importantly, have enough money and time for my future children. I don't want them growing up with the same financial limitations I did.
From that perspective, a normal job suddenly looks attractive: good salary, pension, holidays, predictability, and the ability to plan ahead. I don't even need remote work. If the job was interesting and paid well, I'd happily go to the office.
At the same time, the thought of giving up my freedom genuinely hurts.
Right now, nobody tells me when to wake up, where to work, when to take a day off, or what to spend my time on. If I decide I want to build something, I can.
I've wanted to turn the service business into more of a product company for a long time, and I'm currently working on a niche B2B software product with a real use case. I'm genuinely excited about its potential.
Then there is AI.
I was a lead software developer, and the industry is obviously changing very quickly. I don't think software development is going to disappear, but I do wonder whether I became self-employed in exactly the kind of service business that will become much harder over the next few years.
Maybe building my own product is the right response. idk..
Or maybe this is actually a good time to join a strong compan, learn from people who are better than me, work on bigger systems, and develop my career while I'm still young.
That's probably my biggest concern: opportunity cost.
If I keep doing my own thing for another five years and the business remains just “okay”, will I look back at 32 and wish I'd spent those years becoming a much better engineer / architect / product person inside a great company?
But I'm equally afraid that I'll take a job, enjoy the salary for six months, and then feel trapped. I don't want to trade something extremely valuable for security and regret it.
So I'm in this weird position where neither option is obviously bad. The company isn't failing. I'm not desperate for money. But I'm also not making enough that staying self-employed is the obvious choice.
For people who have been on both sides:
Have any of you voluntarily gone from self-employed back to employment even though the business wasn't failing?
Did you regret giving up the freedom?
Or did you realize how much mental energy entrepreneurship had been consuming?
And especially for people in tech: would you consider 27 a good age to spend a few years inside a larger company and develop your career, or would you keep pushing the business while it still has momentum?
Curious to hear from people who have actually lived through this.