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Ask HN: Do you regret leaving corporate for entrepreneurship?

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Re: Ask HN: Do you regret leaving corporate for entrepreneurship?

#21
I have said this before in other topics when someone is getting fed up with their job and want to try their hand at making a company. Get the business started, running, profitable and automated (with humans, bots, or scripts) and then quit. Do not remove your major source of income which also happens to be your major source of investment and start the clock that runs until your bank account empties and you need to look for work again. It is not a good idea to kill your company's lifeblood.

The added pressure and energy drain from working on your own machinations while working a full time job pales in comparison to the added pressure and energy drain from working against the clock. In my case it became a source of depression and a constant demotivator when I realized I was running into roadblocks. You cannot foresee all of the difficulties you will run into, you cannot rely on stories of other entrepreneurs doing so. They are half truths and tell only the triumphant side of it, ignoring the failures of the hundreds or thousands of others who's companies made it only to the paper stage then died with a whimper, much less being in the spotlight of the medium and techcrunch and online news articles and forums. You're hearing about certain entrepreneurs solely because they're outliers, not the norm - they're a good narrative.

Keep your job. Make the product. Make connections. Get Customers. Then make the company. Not the other way around. If you're the one in a million already has the connections and skills to make it happen then more power to you but statistically speaking, you probably don't. You should acquire those qualities with gusto but also with prudence.

Good luck.

Re: Ask HN: Do you regret leaving corporate for entrepreneurship?

#22
I left my "real job" for entrepreneurship about 8 years ago (at age 23) and haven't looked back. I've run several small companies since then, with a game server host[1] being the most recent.

I'm pretty happy with how it's gone and I have no regrets over leaving. I was happy and well-treated in the real job, but nothing beats the freedom to work on what I want, when I want, using whichever technologies I want.

The biggest downsides for me:

1. Fewer opportunities to meet and collaborate with other nerds. I love working independently, but "argue with smart people" is a great way to refine your ideas. I wish I had more of that.

2. Fewer opportunities to learn from larger companies. Many companies have internal technologies, tools, processes, shell scripts, etc. that are truly inspired. Former employees get to take these ideas (though not the code itself) with them when they leave, to apply to future jobs or to their own startups. The more time you spend in the corporate world, the more of these tools you accumulate in your own tool belt.

[1] https://indiehackers.com/businesses/arkservers-io

Re: Ask HN: Do you regret leaving corporate for entrepreneurship?

#23
I'm a dev.

I did this a few years ago, started my own company.

I failed for two reasons:

1. I wasn't experienced enough as a developer IN THIS TECHNOLOGY to hit the ground running.

When you are self-employed, time = money. You don't have time to learn the technology, figure out your business, and write the code. You have to hit the ground running and burning time on ramping up is extremely expensive.

2. I lacked the discipline required to maintain myself while working extremely hard at my start-up.

Additionally, I didn't take good enough care of myself. I was ignorant about how to be productive. I was working all of my waking hours, martyring myself for my start-up and then getting up the next day and doing it over again.

Here's a tip: This is bad and leads to failure if you aren't careful with your time, food, and sanity management. A lot of people like to glorify this behavior but really, excellence is a 24-hour job.

Working out, eating well, getting a good night's sleep, and then coming into work the next day with clear-eyes beats running yourself ragged with panicked late-night programming sessions every time. ( Although, some people like to work at night and that is totally fine, we all have our own form of productivity. )

My point is really more about taking care of yourself and BEING DISCIPLINED. Unless you are wealthy, you do not have time ( remember, time=money ) to make mistakes. Discipline is your buffer between your degrading sanity and your ability to make good decisions.

Re: Ask HN: Do you regret leaving corporate for entrepreneurship?

#24
Heck no I don't regret it.

Just over three years ago I left my cushy job at Facebook to start a company. It took a year and a half of grinding to make our first dollar. Now we're ramen profitable and still growing strong. [1]

The reason it took so long is because I was an inexperienced founder. I could build the product, but stuff like getting customers, pricing our product, writing a landing page... These are not things that software engineers at big companies have to worry about. It took years for me to pick up these skills, and I'm still learning loads.

And I'm so glad I learned them because now if I started all over again, it'd take a fraction of the time to build something successful.

Now, different people are different. If you really love solving technical problems and don't really care about sales/marketing/business, being a founder might not be right for you. If you have a low risk profile, or care a lot about work/life balance and comfort, big companies can be great for that.

[1]: https://canny.io

Re: Ask HN: Do you regret leaving corporate for entrepreneurship?

#25
post #8

What's wrong with working the corporate world, and moonlighting your SaaS business? If it ends up taking off, then quit. I don't understand why it has to be either or. I run multiple side gigs, while keeping the safe corporate job, for now.

That works if you have a corporate job that has work life balance. That way you can do both. I see lots of corp jobs that tend to dominate people's lives.

Re: Ask HN: Do you regret leaving corporate for entrepreneurship?

#26
post #8

What's wrong with working the corporate world, and moonlighting your SaaS business? If it ends up taking off, then quit. I don't understand why it has to be either or. I run multiple side gigs, while keeping the safe corporate job, for now.

If your side-project is at all related to your day job, this most likely runs afoul of your employment agreement and IP considerations. Typically, your employer claims ownership of all IP you generate that pertains to your work or its business. For example, if you work at Google, I think it's essentially impossible to simultaneously work on any other side project that you wish to commercialize that will not be owned…

Wrong. You will have signed an Intellectual Property Assignment Agreement for anything like you mention to be enforceable. My advice: if you want to build something on the side and are presented with a legal doc like I mentioned above...walk away.

Re: Ask HN: Do you regret leaving corporate for entrepreneurship?

#27
post #8

What's wrong with working the corporate world, and moonlighting your SaaS business? If it ends up taking off, then quit. I don't understand why it has to be either or. I run multiple side gigs, while keeping the safe corporate job, for now.

Good for you! A load of people struggle with this, and I think you're downplaying how hard it is for them.

It takes a load of energy to work a full-time job, then come home and work on your side gig. I used to come home from work and not have anything left in the tank. I couldn't imagine working on a project alongside my current startup without sacrificing growth.

It's also a big social sacrifice. People have families, friends, roommates, etc to come home to. That can cause loneliness, and sometimes you'd just rather hang out with people than work.

There's also a lot to learn as a software engineer launching a SaaS company. Sales and marketing is pretty foreign to most engineers. It's hard to learn that on your own, in your spare time, without spending years doing it.

Re: Ask HN: Do you regret leaving corporate for entrepreneurship?

#28
I went back and forth between corporations and startups. The money and hours are way better when working for a corporation; especially if you manage to get a contract position with a high day rate.

But I've realized with time that I'm just not built for the corporate world so it's not even an option for me anymore. After 6 months working for a corporation, I feel like shit and I have to quit for my own mental health.

After working for startups for a while and taking risks all the time, I'm no longer the same kind of person as the typical corporate office worker and it's hard for me to fit in such environment.

If I didn't have better options, I would probably do contract job hopping from one corporation to another every 6 months... I did that for a while and it gave me a certain feeling of control over my life which made me feel kind of like a one-person startup.

Re: Ask HN: Do you regret leaving corporate for entrepreneurship?

#29
Having a paycheck and being an entrepreneur is not an either/or proposition. There are things in the middle.

You can find a well-financed co-founder and get a commitment for a paycheck for a fixed length of time (1-2 years). You will probably receive less equity in this situation, but you can still get enough equity to feel like a true co-founder along with enough of a paycheck to not be stressed about making ends meet.

Re: Ask HN: Do you regret leaving corporate for entrepreneurship?

#30

If you want to hear a "yes, go for it" then yes, go for it. If you are still open to suggestions, lets play out that scenario where you quit your job and start a business. Then you would: 1) Make an overall vision for your business. 2) Translate it to several phases. 3) Translate each phase into tasks. 4) Start working on tasks. If a task is too big, break it down to subtasks. 5) Incrementally start finishing tasks.…

(skipping over legal and tech arguments for a moment)

Sadly, if your business is in software, then your corporate employer will own your IP, and the answer becomes "No".

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