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

#1
I want to start my own company, but Im not sure how to pay my bills while looking for product-market-fit.

I have a well paying job now, and I am pretty sure I would throw my marriage into chaos if I told my wife I was leaving my job to pursue a start up. Shes not stupid, she knows start ups have like a 90% failure rate.

So the question is: how do I continue my current standard of living for my family while working on a startup?

Are all startups at my age generally side hustles that become profitable enough to quit my day job?

Does anyone here have experience with this?

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

#2
Building up enough of a bank to carry you through a year of expenses and try to get funding for your startup idea so you’re not spending your own money on it.

If you’ve been at the company long enough ask if you can take a 6 month sabbatical, that should give you enough time to test out if the idea is feasible.

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

#3
At 34 (but with no kids) I agreed with my wife that I could have 4 years with a sanity check at the end of year 2.

I also agreed that it would be an ABSOLUTE rule that I could not put any of my own money into the company. This included the $10 for buying the first domain.

I ended up selling 20% of my company to a friend for $5k when it was just weekend hacking with him getting diluted to a $2.5m valuation once I've been full time for 40 months.

[Edit] It massively helps that my wife is a partner at a law firm so we can pay bills etc, without having to have saved the cushion in advance. I also arranged to leave my previous employer with a 6-figure exit payment.

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

#4
Maybe you don't. I'm not sure you can have it all: security, high salary, start up, huge upside, free time for self and family, oh and sleep and sanity.

At least, if you assume you could have it all, there's a good chance you'll come short notice n a few categories.

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

#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.

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

#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 identifying great opportunities.

You signed up for a bunch of responsibilities. You are always going to be your kids parent. You are only going to have this one opportunity to get this marriage and this family right. If you have a solid job that allows you to be there for them, take it and be amazing in this potentially incredibly rewarding role.

Then do an awesome startup when your kids are out of the house, you have a solid nest egg, and you can take risks again in your 50s.

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

#7
Where in the world do you live and what social security systems are in place? What savings do you have?

Why do you want to start your own company? Is it because you’re sick of answering to people, or because you believe you have a genuine solution to a genuine need.

Aside from all of these points, the brutal reality of starting businesses is that it can be very risky and capital intensive, if you have doubts, you should consider why.

Over in the UK, many in the startup scene appear to be from upper middle class backgrounds or ex-bankers/finance. These people have security through assets they have inherited or earned.

Aside from that, you can be a contractor and grow your customer base from there, this is likely to be less risky.

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

#8
You need to raise money and pay yourself a salary. It takes a village to make a successful company and going solo is very difficult.

Seed funding is still quite active although growth rounds are depressed. Hit up all your contacts, everyone you know, you might be surprised at who knows who. Worst case try crowd funding.

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

#10

At 34 (but with no kids) I agreed with my wife that I could have 4 years with a sanity check at the end of year 2. I also agreed that it would be an ABSOLUTE rule that I could not put any of my own money into the company. This included the $10 for buying the first domain. I ended up selling 20% of my company to a friend for $5k when it was just weekend hacking with him getting diluted to a $2.5m valuation once I've b…

> I also arranged to leave my previous employer with a 6-figure exit payment.

How does that even work?

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