Ask HN: My company went bankrupt today and I have 2 options
Today I got the news that the company I have been working for the last 1.5 years went bankrupt. They were operating in the fintech sector.
From the very beginning, I always wanted to be a tech entrepreneur and I dreamed of one day quitting my salaried job completely and not coming back. I wanted to do this not because it was cool, but because I wanted to be the decision maker on the technology and business issues that I developed with my own team and I wanted to do great things together with my team.
You know those ridiculous motivational videos that say entrepreneurship is all about courage and a little bit of misery at the beginning. But after a few times when what you build fails, you start looking for "safer" ways of entrepreneurship.
Right now I have two paths in front of me: get a new job and continue being a part-time entrepreneur (I know the shortcomings of part-time entrepreneurship all too well) or I can go full-time and bet on one horse and hold on as long as I can and hope that my startup will succeed in the meantime.
There is no such thing as "safe" entrepreneurship, yes, I am aware of that, but I am trying to make it "safe" since I don't see any silver lining in my ventures yet (we have good plans but most of them are uncertain at the moment).
What kind of guidance can you give me? What would you suggest?
If you go for this, how long do you have until you _need_ to start generating enough to pay yourself?
Do you have any spouse, children, .. that you need to support? (and which might mean you get unforeseen financial strain?)
I'd say we're in another golden age of entrepreneurship. A one man shop can create things that would have taken teams even just years ago.
However, there's nothing wrong with working a real job until you are financially independent enough to fully commit yourself to this.
I'd go back to work unless you have cash which you are willing to burn for 1-2 years.
- Do you have a family or other dependents?
- How much do you have in savings?
- Could you fall back on e.g. moving in with parents in the very short term if things go horribly wrong?
Entrepreneurship is a wonderful adventure but at a very base level you need to be able to put a roof over your head and eat. As long as you’re able to do that even if your business completely fails, go for it. If you don’t, take the safe option, build up savings, then go on your adventure.
Also, to be blunt: is your idea any good? Do you have domain-specific knowledge you’re able to leverage in your market? I sometimes find people who are putting the idea of entrepreneurship ahead of any specific concept fail because they’re not actually passionate or well positioned, they just want success.
Taking a job also isn’t wasted time. Going back to the criteria above, in my day job over the last few years I’ve identified a few SaaS concepts I know my employer would very gladly pay for, and I imagine others would too. I’m not in the situation to execute on any of it right now so I’m going to stay right where I am, but I hope to pull the trigger sometime in the not too distant future.
So any other advice in this thread is useless without more context, IMO.
And, if you are in the US: Does your spouse have health insurance and a salary that can help support the family? Do you have kids in high school getting ready to start college (runs about $30k-80k per year living on campus)?
Family finances aside: If the product has true potential - meaning customers not only say they like it, but they are ready to pay on the spot - then look for ways to keep it going.
FT job or consulting are potential solutions to the income problem. No shame in doing either, despite what VC crowd might say.
And there is nothing wrong with working on your startup while working a salaried job. I don't know a lot of millionaires or family bank owners so most founders are trying to bootstrap with their savings and salary. And it is longer and hard this way.
So in lieu of answering the unanswerable, I want to offer some advice that applies either way: sit in the uncertainty for a few days, if you can, before you try to evaluate your options. You must be feeling pretty anxious right now, and that’s not a place of objectivity. Tolerate the uncertainty for a bit and the facts will be clearer.
I would advice, given that you have money to spare, to go solo full-time on whatever project you're building because that will let you build at it for a longer period of time. Create an MVP asap and if it fails to generate revenue fast enough, take part time jobs as a contractor to finance your passion project.
If so, then yes, go for it! Life only happens once, and if you screw up, there will surely be another job you can get at a later point. If not, maybe continue playing it safe until you feel a bit more confident about what went wrong, so in the future you can give it a go full-time.
It's really about matching our obligations (family, kids, rent, etc.) against your runway (sales, funding, being able to pay yourself).
If those two things work - then go for it. If not, then you have your answer.
Another way to look at this is that the 'game' phase of your startup just had the clock run out. Did you get far enough to make it full time or not?
We work 9-5 so we can have money to live.
Speak for yourself; can't think of anything worse, myself. Very happy to let others take care of that sort of thing.
It's really not. I'd much rather minimize the amount of stress and working hours in my life, thank you very much.
For me, the risk/reward of 9-5 is so much better than going into business for myself that it isn't even close.
The utility of a 10x-100x increase in the payoff over 9-5 is just not worth the sure bet of 9-5 for me.
This is even more true when so many want to be in business for themselves.
All of the advice given so far about your personal family life is important and should be considered…
BUT…
You should attempt to get a job in B2B tech sales before picking up entrepreneurship again.
You lose nothing by taking the time to learn. In fact, see it as part of your business journey.
As a fellow engineer, I empathize completely and had to unlearn a lot of things to become successful business.
Best of luck.
You have a team for in-house mobile apps, but you don't have any revenue. Why is that? How will you fix it?
One area where I would say that full-time matters more is if your product's target is big enterprise customers. Those are a bit harder to sell bootstrapping/moonlighting.
Although SOC2 is fairly easy to get, it's expensive for bootstrapped founders (maybe $30-45k all in.)
It wasn't enterprise, but the 600 person company (that I knew very well) simply wouldn't work with us in the end because we were too small (2 of us.) It sucked, a lot, because the deal cycle took about 18 months to get to a firm no. Since then, everyone involved has left the company
Don't invest a lot of time in individual deals when you're small. Aside from the time and probably attorney fees (and opportunity cost), it's pretty demoralizing if it doesn't come through, and most of the time it doesn't, especially when you're small. The distraction alone can kill your company.
Focus on many smaller deals rather than one or two big deals.
Btw the price comes from my latest adventure. I think 12k is too low unless you can literally do everything without help (i could have but it would've destroyed my time.) 20k is probably a realistic price floor with pentest included.
Although type 1 doesn't require a pen test or you to actually do anything. Just to say you would do it a certain way. Every prospect that has asked for SOC2 has wanted a separate pentest deliverable.
What was/were the issue/s if you don't mind me asking?
In my case, it heavily stemmed from our inability to do sales (at all). We had feedback early about how this was an $XXXXX product (and we were in sales process for that) and it put blinders on us. We should've been okay with $XXX and grabbed 5-10 customers early.
Why we couldn't do sales is something I'm not going to put on the internet because it affects people other than me. (I have no issue talking about my shortcomings.)
I left that company and started another with a proven sales/marketing type within 2 months. The story is much different than my first. It's because he can sell.
Funny enough, I have a license to use my old product w/o selling it, so we do. We've gotten at least 10 customers asking to buy it. And they're fairly emphatic about it.
I can appreciate that but I am wondering if you can share what you think are core skills, habits, or personality traits that are critical in order to make sales happen for a new business/product.
It really depends on the product/market. I've worked in a startup with a competent founder who was great at sales, and which nevertheless, after 2 years, went bankrupt without making a single sale. Our product was targeting enterprises in a specific niche - there were perhaps 10-20 or so potential customers worldwide. Making even a single sale would've been huge.
Maybe it's a difference between bootstrapped mindset and VC-fueled one.
I think a lot of it is due to the VC playbook. The question of "who am I building my business for?" looks a lot different between VC and bootstrap. Once you start getting into heavy hitter revenue (grain of salt, I've never done this as a founder), the machine starts working largely on its own. It's probably more impactful to spend time on the business systems instead of the product.
But bootstrapped founders seem more likely to stay close to the product for longer. Eventually they may want some sort of out, and you see the playbook execute much much quicker.
Now, I have other theories on why it doesn't play out well. Going from 10M -> 50M ARR is a huge hurdle. You have to really level up a lot of the business itself to do so. It might be that it's just not possible for a lot of companies to bridge the gap. I think it's easier to go 50M -> 100M than 10M -> 50M.
The bootstrap mindset understands that "idea man" isn't an actual job.
Marketing / Sales can be a blocker too.
Most "mobile app" ideas can be validated fairly easily, with a few weekends' worth of time at most. Put your MVP out there. Spend a few more weekends fixing problems and responding to user behavior. If it doesn't generate any revenue, throw it away. Try something new. Rinse and repeat. If you finally stumble on something that sticks, then you can allow yourself to focus on it full-time.
That is what struck me also. You could try and extrapolate on some revenue and growth but there isn't that. It's not because of "part time" procrastination since there is a team working on it. What's happening? (We don't need to know but you need to know.)
The existence of all these side hustles in that case probably wasn't the reason the company failed.
Force them to spend 12 hours in the office, of course.
Go for it like your livelihood depends on it.
That is, are you generating revenue with a model that can be scaled? Or, are you just building something that you think people might want? For the former, I'd get a job.
Can you approach your previous customers and ask them what they want? Maybe you can collect some other previous employees and start a new firm in the same space (but do it right)?
If you don't have any of those things, move to a country with extremely low cost of living.
The purpose of motivational videos is to sell advertising targeting the sort of person who watches motivational videos. That's it. Shouldn't be taken at all seriously (or watched at all, really).
Try building smaller / easier businesses first. Try freelancing or try selling something, anything, like a course. I think there's a very strong correlation between who can make it as freelance and those who can make it with a startup. The market is validated, and you'll get experience in selling, branding, marketing, etc.
Unless you live in Thailand or Bali, I don't see much option for mitigating risk here. Having a freelance/consulting business is going to do wonders for your entrepreneurship career. It'll give you more control over your work schedule, so you can keep making bigger and bigger bets. Just make sure you get high-value clients so you can make margin. Otherwise you'll be hunting for work all the time.
Last piece of advice: don't listen other people (LOL). Everyone has an opinion on how to be an entrepreneur and what 'true' entrepreneurship is. Focus on yourself and where you want to be and how to build a life where you can keep taking shots at the goal.
Your risk tolerance: Be honest about how much uncertainty you can handle, both financially and emotionally.
Support system: Do you have people who can offer support (even practical help) on either path?
Before you decide to go full-time: Analyze your current startup's potential, your financial runway, and have a fallback plan for the worst-case scenario.
Before you decide to go part-time: Be realistic about limitations as a part-time entrepreneur.
“ I have two paths in front of me: get a new job and continue being a part-time entrepreneur (I know the shortcomings of part-time entrepreneurship all too well) or I can go full-time and bet on one horse and hold on as long as I can and hope that my startup will succeed in the meantime.”
if you’re committed to entrepreneurship, there are not two options. Only 1. Go for it
Bootstrapping a business starts small though, as others have mentioned.
There is no part time, or half in. You’re in if you want it and you pound the pavement every single day.
In your shoes, I would spend a couple hours a day prepping for interviews and applying to jobs. I’d work on my business the rest of the time.
If you get a job offer you like, take it. If your business takes off, even better.
Depending on where you live and how strong your network is, it might take longer than you think to line up something new. Might as well work on your business in the meantime.
That can easily become a job. Definitely a safe way to get into business management, over being an engineer.
Once you have some profits you can even try to get your team to work on some small products and try to grow it slowly. Don't bet everything you have or raise money and either make a unicorn or fail; just provide value in sensible way so that you can make a profit with little resource (money, time) investments.
Of course there is!
It's safe if you can afford to take no wage, invest lots of money, even more time into something that might not work.
It's only unsafe if you can't afford to lose the business and everything you put into it. If it would mean you and your dependents not eating, becoming homeless. Even mild financial pressure is more than some relationships can take.
The danger of following others into entrepreneurship is you see the successes of the very lucky and the failures of the people who could afford it, who tried and tried and tried again. You rarely see the people utterly destroyed by their mistakes and poor luck.
Your situation matters. You aren't the people you've seen before.
I realize that OP does not speak English as a first language so I offer this as a gentle suggestion. Good luck in your endeavors OP
I don't think you figured out how to sell. I don't think you figured out what to sell. But you are a great leader who can implement a vision and build teams.
I think you should go back full time until your business forces you to quit.
Why if you have no experience ? I never understood that. You have 5y of experience, which isn't a lot, in small start ups. And you want to be a decision maker ?
I would course correct to try to work in bigger companies and learn, instead of dictate.