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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?

#281
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…

I agree partly.

Millionaire bootstrapper here.

The part I agree with is to just ask people who have done what you want to do and get an idea of the sacrifice and time commitments involved.

The part I DISAGREE with is to wait to do a startup until you’re in your 50’s. This is really horrible advice that can lead to resentment for you and negative outcomes for your family. You CAN start a business and have a family but you’ll need to be STRATEGIC.

A couple of personal tips for bootstrapping…

1. Communicate and commit to joint goal setting with your family. What are you all working towards together and why? None of us build companies alone.

2. Make your day job your first customer and biggest supporter. If you can’t then join an organization that is not threatened by entrepreneurship.

3. Identify a family friendly business model that you can test with minimal effort. I’ve always started my own businesses with my own money (Seed ~100k USD). My largest business does high seven figures and I started it with ~25k USD. This means getting in bed with a customer(s) early and charging upfront. Again see (2).

4. Set reasonable timelines for yourself. While your LinkedIn feed has friends pumping out VC propaganda remind yourself that you’re focused on actually building a sustainable business so take your time where you can. This might mean working with your wife to create a schedule for yourself where you work on the business TOGETHER a couple of hours every evening and weekends. When you bootstrap, you decide your own timeline.

5. Pivot and budget. Sometimes it’s not going to work so be prepared to put your business on autopilot (if stable), rework it or just kill it early. Cattle not pets. Businesses are tools; nothing more.

6. You will have to sacrifice something so work with your family to know what those things will be… less going out with friends, less TV/gaming/music festivals, less vacations, less spending, etc (See #1)

Best of luck

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

#282
I think what you’re really asking is how do I pursue my dreams, of starting a business, without putting my family in a tough spot and especially how can I convince my wife who doesn’t believe in startups (risks etc) that it’s worth a try because it’s important to me!

I think you personally know the lifestyle will dramatically change - even if you take the money / income out of consideration by raising a lot of money from the jump. The time commitment alone will change things!

It’s an incredibly difficult and personal and even somewhat selfish decision that requires you to get the family onboard to somehow support you since it will effect everyone.

This is in fact your first sale task, that you must try and focus on.

—-

Here’s my experience-

About two decade ago I was in your exact position- but luckily for me I had a side project that was showing promise but nonetheless it was a risky and consequential decision to make with a young family.

My wife at the time (hint) didn’t believe in entrepreneurship or startups for that matter. She was raised that a corporate/stable job meant success (which it does in may respects), whereas I was raised a hustler and I knew from age of 9 that I would be an entrepreneur. We couldn’t be more different…

The options were - 1) hold on to a job forever and live a missable / depressed existence (not good for everyone) 2) Somehow convince her and family (yes in-laws included!!) that it was worth the risk or 3) pursue my life’s calling without approval anyhow and risk everything.

Obviously, options #2 is ideal but for me it ended being #3 (after almost 9 years of trying) - which effectively ended our marriage. Regardless of the choice , it would indeed doubly suck if business doesn’t make it - so keep that in mind (failure is not an option mindset)

I’m not saying that’s all the options you should consider… but since you asked for experiences I thought my experience might help put things in perspective for you.

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

#283

Earlier quoted context omitted.

Agreed 100%. When people ask me what the best time is to work on a startup, it's always when you have no dependents, living with parents, and perhaps no significant other. It's quite amazing just how much you can skim down your expenses at that point in life. Minimizing expenses, maximizing runway. The rest is luck. Just blind luck.

> Minimizing expenses, maximizing runway. If you're in the US, and not living with your parents (and or don't want to do that), one of the best ways to do it is to live in a university town. They're wired for fast Internet, the cost of living (including rent) is often very reasonable, they're among the safest areas in the US on average, and you can work at mundane jobs to pay your bills (30-36 hours per week; telemet…

It’s also invigorating being around young people all the time, just don’t get sucked into too much partying :D

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

#285
Born a slave, you are most likely to die a slave. The never ending treadmill of marriage, mortgage, taxes, limited life span, nuclear family, oppressive regulations etc. will generally ensure that it is really difficult to start a startup for most mortals.

Remember: the failures are never spoken off, and successes become stuff of legends. Good luck.

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

#286

Earlier quoted context omitted.

> Minimizing expenses, maximizing runway. If you're in the US, and not living with your parents (and or don't want to do that), one of the best ways to do it is to live in a university town. They're wired for fast Internet, the cost of living (including rent) is often very reasonable, they're among the safest areas in the US on average, and you can work at mundane jobs to pay your bills (30-36 hours per week; telemet…

Have you lived in a university town recently? I do, and your rent estimate is low by a factor of about 2.

Yeah, I'm living in one now. My rent is $700 for around 750 sq ft of space in a rather typical apartment complex; one bed, one bath, very safe area (it's a safe city in general), access to 1.2 gbps Comcast (I'm paying $30x for 300mbps). That rent will climb to $750 when my lease renews in 2023, but it's still quite reasonable.

Picked a random university city: Tallahassee, FL (Florida State University). Tons of apartments available across the city for $750-$1000. It'll also work for Gainesville, FL (University of Florida; although it's more expensive than Tallahassee).

You can do it in Blacksburg, VA (Virginia Tech). Although it'll push you closer to $900-$1100 on rent. Charlottesville, VA (University Virginia) is at the edge of affordable for this scenario, although that is also doable.

Lubbock, TX is pretty easy (Texas Tech). It'll work for College Station, TX (Texas A&M). Waco, TX (Baylor) is a bit of a mixed bag on crime, however it also works.

It'll work in Champaign, IL (University of Illinois Urbana-Champaign).

It'll work in Iowa City, IA (Iowa University). Also in Ames, IA (Iowa St).

It'll even work in Pittsburgh, PA. Which is both a mid-size city and a university city (Pitt, Carnegie).

The same goes for Madison, WI (mid-size city, with University Wisconsin). Although it'll push you closer to $900-$1,100.

It'll work in Athens, GA (University of Georgia).

It'll work in Manhattan, KS (Kansas State).

It'll work in Norman, OK (University Oklahoma).

It'll work in West Lafayette / Lafayette, IN (Purdue).

It'll work in Fayetteville, AR (University Arkansas).

It'll work in Las Cruces, NM (New Mexico St University).

It'll work in Morgantown, WV (West Virginia University).

It'll work in Columbia, SC (University South Carolina). Although the crime is more elevated. The same goes for Tuscaloosa, AL (University Alabama).

It even gets you pretty close for Ann Arbor, MI (University of Michigan). Rent will be closer to $1,100 to $1,200.

There are a lot more options, and that's just among the more prominent university list.

The only ones that typically won't work at all are high cost of living states like MA or CA, particularly affluent universities (getting anywhere near them in location), or smaller towns with few apartments (availability).

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

#287
post #272
post #141

Earlier quoted context omitted.

> Even committed parents and spouses take alone time for themselves and have hobbies. The parents I know with kids younger than 7 have no time for themselves or their hobbies. They're lucky if they can scrape together a few hours a week for basic self-care. In the mornings the kids demand full attention and after the kids go to bed there's maybe time for a single TV show which one person falls asleep during. > how ca…

I have young kids very close in age. Doing a startup. Life doesn’t get easier, you just have to get better kids or not. Besides todays the youngest you’ll ever be, if both now, then when? tldr; You can get funding and have balanced pursuit and resources. For the 98% of founders who can’t, won’t or don’t get funding, self-funding and bootstrapping is a way to build the thing to free your time to then swing for the fen…

This is great specific advice that you don’t see often. Thanks for taking your valuable time to share that!

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

#288

Earlier quoted context omitted.

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!

Would love to hear more haha, sounds like your dad did a good job juggling it all if you look fondly back on it

Well, my three brothers and I ranged from ages 5 to 10, so that's a good starting point. Then figure it's a bunch of long narrow hallways, which were wide enough for kids to run in, but narrow enough that you feel fast running along the walls. Low-pile office park carpet turns out to be perfect for traction when running in your socks at that age. And then M&Ms and vending machine stuff is the perfect treat for kids who mostly ate homemade meals.

I'm sure the two most uncommon enablers of the good experience were 1, there being four kids in the family to play together and, 2, my dad not worrying that we were going to cause a bunch of problems when left to run around the office.

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

#289

Earlier quoted context omitted.

Alternatively, maybe your dad owns an emerald mine? Always an option!

Elon founded two companies Zip2 and X.com which merged with PayPal, was mega rich and didn’t need to work ever again on his own efforts, before even doing SpaceX and his other ventures

Even if entirely accurate, he also had a safety net in his father. Few get into Stanford, even fewer can afford to drop out to bet on some new market.

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

#290
post #274

Earlier quoted context omitted.

> That's diminished success That's diminished wealth. Wealth is factored into success, but is not the only unit of it. One can see diminished wealth at the same time as realizing gains elsewhere to no net change or even net gain.

The person I was responding to used wealth as the signal of success. But, unless I mispredict how things will go at Twitter over the next year, we are likely to see a major failure attributed to Elon. Again, not that he won't be fantastically wealthy or successful. But he will probably take a nasty hit to both his wealth and his reputation because of Twitter.

He alluded to Musk's wealth being the only signal that may have diminished. His presence in the public mind has blown up more than ever as of late, so on that metric alone his success is growing. It would require a substantial hit elsewhere (like his wealth) to see diminishing success overall.
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