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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?

#31
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 inspiring and what I'd like to do, too.

I'm working on downsizing and reducing expenses. I'll have repaid a credit fully next year, that allows me to increase savings etc. Slowly those things come together.

Also trying to create small side hustles, bootstrap them, hope that something sticks and try to scale that up till I can quit the corporate job and focus on things I'd love to do.

It's probably a longer journey than expected if you've got no money advantage.

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

#32
As I’ve become encumbered by life’s responsibilities, the main pivot I’ve made is to outsource a bunch of it. I spend money on this so may not be feasible for everyone but, I can project manage a small async remote team on top of everything else. Finding the team is a challenge but pulling back from the hands on technical stuff helps 1) minimize time away from home 2) I don’t end up with a hobby instead of a business and 3) I am forced to spend most of my time selling, which had always been my weakness (I’d build for the fun of it then have no plan for what to do to grow it).

I’m a night owl so I usually spend time after kids are in bed working on it. A lot of people say they find success waking earlier and getting in a couple hours before their job/family routine takes over. I think the main thing is to make a plan and talk to your spouse and ensure you’re aligned.

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

#33
As they say, make it a side thing tile it has traction. If the hobby has interest, keep developing it till you can quit. Is hard but is not as risky as quitting out right unless you are able to negotiate with your wife that you will try x months and have saved enough for x month expenses.

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

#34

From my experience founding companies, you've gotta commit 100% to it to have any chance of success. That doesn't mean working on an idea in your free time. Consider the fact that someone, or even a funded team of someones, are out there putting in 100% effort to solve the same problem. How are you going to outcompete if you're working on this problem in your spare time (which I imagine is quite limited having a wife…

From my experience founding companies, this is only true for high growth companies. There are loads of lifestyle businesses that make six or seven figures that were started on the side. It’s super hard if you have kids and a full-time job, but many have done it.

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

#35
> Are all startups at my age generally side hustles that become profitable enough to quit my day job?

This is how I did it, but it still requires your wife to be on board. Ultimately it’s a lot of stress and if you can build a rewarding career working for successful companies you may just want to double-down on that.

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

#36
Very good question. I am literally in the same shoes as you OP and have been beating myself with confusion over the last 6 months or so. I am a new dad, but I have always loved buildings things and wanted to start a company as I have quite a few ideas, some of which I feel have good potential. In the pandemic we built a product and tried to start a company (as a side project), but it failed because of not being able to figure out monetization. While the experience part of it was invaluable to me, the enormous time I had spent juggling between both my full-time job and this side-project ended up affecting a lot of my family time as well. There were times where I hated my situation.

Now I am back being a passive, full-time employee that gets to spend some family time and not really getting into side-projects now because I know I can't - I do not have the time now - not with a kid. What I have come to terms with is that I need to arrange some financial safety for my family if I wanted to explore building companies. This is 100% possible. You can explore opportunities or get someone to join you as a co-founder and once you have funding, you can get paid a base salary that you and your family are comfortable with, along with an agreed-upon equity. In SF Bay Area, it's quite common for founder base salaries to be close to $180k or so, so it's more practical than you think.

My advice to you OP is that, if you have a kid, do not consider engaging in side-projects, but rather go all-in and pursue something as a full-time effort. You'll know if things are going north or south within 6 months. If no kids yet, you can make the side-project thing happen, but make sure to have cofounders and split the work. Focus on getting your MVP out the door real fast so you can acquire funding and make your side-project a full-time project. Considering these learnings, I am just holding off for now but I'll make a leap into entrepreneurship again.

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

#37
As someone who tried and ended up broke and divorced...

You have to really know the business you are trying to break into and make your goals really attainable. Think in terms of figuring out how to generate even enough to pay your phone bill each month, then move up to a car payment, then to a mortgage. Build in micro-steps, making sure that you have stability at each level before you move up. Can you do parts of the business without building anything, IE: via spreadsheet or email, or a simple Wordpress site rather than something more elaborate? Partners are complicated - on one hand they lift the burden of doing it all yourself, but now you have a business relationship to manage; there's got to be a lot of trust there.

On the other hand - there's never a good time to do anything. There will always be a reason why now isn't the right time to pursue whatever you are considering. And, your spouse matters a lot. Whether they are supportive of who you are and what you want to pursue in life is one of the key ingredients of potential success. I'm not suggesting you trade one for the other, but you'll need to be very candid with each other about your goals and needs. Don't try to parent and spouse and career at the same time - dedicate time to each and be very clear with each other about which "mode" you are in, IE: spend Saturday completely with the family. Make sure you are supporting your spouse and their career / personal needs, but also set a rule 5-10 M-W-F is your business time (IE: whatever it is that works for your life schedule and needs)

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

#40
Every person is different and vary in time and concentration management.

If you have a single income stream with a lot of dependencies, it's extremely risky to even distract yourself with wishful startup ideas. The most useful advice would be to get your life/money/time in order first. The worst thing that could happen to a side project is when wife/kids/bills start complaining nonstop for attention!

Google has a 20% rule which could work for those who have managed to find clean time gaps in weekly schedule to work on side projects. But never commit full-time to an idea or half baked product until it matches most of your previous income with an upside potential that truly requires your dedication. ie. don't quit your job until you can fully pay yourself from the new business!

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