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Ask HN: How do you start a startup in your 30s when you have wife/kids/mortgage?

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Re: Ask HN: How do you start a startup in your 30s when you have wife/kids/mortgage?

#111
Here's my take:

1) Salary: you should get some seed funding (500k / 1M), leave your job, and then immediately pay yourself a salary. Your seed investors should know about this.

2) Marriage: economic uncertainty will play a mayor role in this. Make sure you discuss your intentions with your wife before doing anyting. Try to understand what her biggest concern is. Try to address it. (e.g. show her you can easily get another corporate well-paying jobs if this doesn't work out; show her you have savings to not feel too anxious about this).

3) Do you want to start a company, or do you want to solve a problem? Important difference here. Meaning: do you dream of lots of money, glory, keynote at Techcrunch Disrupt, etc, or do you really feel an urgent need to solve a particular problem, and starting a company is simply the easiest way for you to scratch that itch?

4) Being in your 30s is not a negative. In my experience, it's actually a positive (you know more about life, work, tech, etc, and you still have a ton of energy to spend on it).

Edit: I should have added: I started two companies, I (still) have a wife with no kids, I also had a corporate job for a dozen years, I advise and advised many startups in general, and a few times in regards to an issue like this.

Re: Ask HN: How do you start a startup in your 30s when you have wife/kids/mortgage?

#112
post #6

My very concrete feelings on this is that you probably don't. Asking folks how to do this is a bit like asking billionaires how to get rich. It's a fun story but it's overfitting. The individual narrative that made a billionaire is unlikely to be available for you. If you ask some millionaires they may be more likely to give you some useful advice around sound investment strategies, living within your means, and iden…

My situation isn't quite the same, but it is leaving a well paid job when I have two kids and a mortgage in order to work in some to-be-determined field where I have no experience, with no opportunity (after a short window) to return to my former field if I change my mind.

First, have some savings and a plan to minimize burn rate if things get tough. More importantly, there needs to be a compelling answer to what you're accomplishing for your family, or what you as a family are accomplishing, by making the change away from your present comfortable arrangement.

Re: Ask HN: How do you start a startup in your 30s when you have wife/kids/mortgage?

#113
i am the owner of a bootstrapped and now 30+ person company, with three kids at home. it took something like 7 years of 10-12 hour days to get our business off the ground, with many many many 7 day work weeks.

now post-startup, i barely have time to keep things going at the level required to maintain excellence, while not neglecting my young family. lots of push/pull around work, and lots of arguments and frustration with my wife. i honestly couldn't imagine getting a new business off the ground right now, where you have to do everything.

Re: Ask HN: How do you start a startup in your 30s when you have wife/kids/mortgage?

#114
post #5

My friend and I started it as a side job, working nights and weekends. We also downsized and cut all our expenses to about $1,000/month (mortgages were smaller back in 2005). We quit our full-time jobs when 1Password revenues were close to $80,000/year.

This is a good point - reading up on FIRE https://en.wikipedia.org/wiki/FIRE_movement can be useful - perhaps with some intelligent allocation of resources and time you can start bootstrapping today and five years later have the mortgage payment eliminated.

And if you're serious about doing a startup, do consider moving to an area that will have what you need but is cheaper.

Re: Ask HN: How do you start a startup in your 30s when you have wife/kids/mortgage?

#115
I built a Saas company with a friend when both of our kids were under 1. We worked on it for a few years before selling it. It was a small amount of money (pay off some bills) but that was likely due to the product, not our circumstances.

Here are my tips. Do it on the side at first. You know those hours from 5am-7am when no one else is awake, you will be. You know those hours between 10pm and midnight? Same thing. You get a lunch break at work... you are now working on your side gig. You have plenty of time during the day to devote to something else.

Re: Ask HN: How do you start a startup in your 30s when you have wife/kids/mortgage?

#116

Earlier quoted context omitted.

I think the problem is not the paycut, so much as you suddenly work 80 hour weeks and never see your kids.

If it's your startup, choose a location to work that's close to home, and have the kids come over. I fondly remember running around the overly large halls of various companies my dad worked for which were startup or startup adjacent.

This brings back fond memories of playing tag with my brothers through the cubicles where my dad worked when he had weekend work to do, complete with a vending machine room and some desks that had bowls of M&Ms. It was great fun!

Re: Ask HN: How do you start a startup in your 30s when you have wife/kids/mortgage?

#117
I did exactly this. I worked 2 hours per night after the kids went to bed on week nights, and for about 3 hours early on Saturday morning. It took about 10 years until I went full time, and I now been doing it full time for 10ish years. It’s possible, but you do have to be patient. In my case I was risk averse so I liked not giving up a good job.

Re: Ask HN: How do you start a startup in your 30s when you have wife/kids/mortgage?

#118
I started my first company in my early 30's. Here is what worked for me.

1. Found a business partner who bought into my vision for the company.

2. We BOTH sold our houses to get equity out for the business and also so we were not stuck with a large mortgage. We then rented less expensive homes.

3. Business partner stayed working at his job and he split his income between our families 50/50. We considered our value equal, so I worked the startup full-time and he worked his job full time. His income was not enough to cover all of our living expenses, but it certainly extended our runway.

4. We met every Saturday for about 4 hours to work together.

5. This lasted for 3 years until we finally make the company profitable.

6. Business partner then left his job and joined company full time.

FWIW, I always tried to start something on the side but never had enough time to fully bring it fruition. When you go "all-in" like we did, you have a lot more pressure to make it work (which is good). Most of my side projects were always kind of "half-alive".

Re: Ask HN: How do you start a startup in your 30s when you have wife/kids/mortgage?

#120
Hey, I'm Jens. I'm 34, married, with two kids (1 and 3), and I'm also the founder of WunderGraph (https://wundergraph.com).

I've done exactly what you're trying to do. Let me give you the playbook.

In preparation, I've done years of research in the field I'm working on (APIs, Integrations, developer experience). So you need a clear advantage.

Next, choose a topic that you're thrilled to be working on for many years. Doing this means you have to eat a lot of glass. It's crazy.

Commitment. Be ready to work through weekends and nights. You will feel bad because you won't have time for kids and wife. Your wife must 100% support your endeavour. It will be tough. Don't kill the relationship.

You need co-founders. Don't try this alone, it sucks. Build a small team around you. I found 3 amazing co-founders, a COO, a marketing genius, and a hacker. You can use tools like YC cofounder match. A lot of people will be a bad match. Meet a lot of them and try out things.

Build whatever you can to get one single customer, that's a person who pays you money. For us, this was enterprise support from the first customer at $2k/month. This changed everything.

How do you do this? Fuck everything. Stop building. Talk to potential buyers. Get someone to give you money for what you're doing. No money, no value. Whatever it is, get some MRR.

The last one was my biggest issue. I kept building because I loved building so much. But I was just coding, not creating Business value. If you're able to ship any kind of MVP with your co-founders, you're able to get some MRR, that will give you angels, and finally you can raise a seed.

All of this can be done on the side. Keep your job as long as possible. Get that one customer, get the angels and a SAFE for 6-12 months and then double down on that first customer, improve the tool, get a second customer maybe and raise the SEED.

It's possible. It's going to be tough. But you can do it. If you need my help, I can mentor and give you the right intros. Best of luck.

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