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Working for someone vs. doing your own thing

tik.dev

31–40 of 233 posts

Re: Working for someone vs. doing your own thing

#31
post #28
post #5

Probably the biggest hurdle is dealing with healthcare on your own, it's just prohibitively expensive to deal with alone in the US. Multiple incomes is where it's at, at least until one of the projects takes off to cover cost of living and healthcare nonsense.

What is your definition of prohibitively expensive? I've bought a gold plan off the exchange in California for Kaiser and it's $530/mo with no deductible. That's lower than I expected.

I think most people don't know that. I didn't know that.

Re: Working for someone vs. doing your own thing

#32
post #3

Not to be dismissive, but this post feels a bit like rambling without a clear thesis or main argument. It's also rife with dubious claims: > I’ve been working remotely for four years now, and I know that working alone can make you lonely.. I also work full-time remotely. I built a community around myself, made new friends and regularly hang out with people I met at coffee shops, at startup meetups, old classmates, ex…

Paraphrasing, but he said early on that he wasn't trying to convince the reader of anything and that it was just a brain dump of his thoughts.

I thought that was a bit odd. If it was for the author's own rationalization and is not trying to convince the audience of a any kind of point, then why is the author publishing this publically? Why can't the author write this out in notepad or on pen and paper(Like I do.) and leave it at that? Vanity?

Re: Working for someone vs. doing your own thing

#33
post #28
post #5

Probably the biggest hurdle is dealing with healthcare on your own, it's just prohibitively expensive to deal with alone in the US. Multiple incomes is where it's at, at least until one of the projects takes off to cover cost of living and healthcare nonsense.

What is your definition of prohibitively expensive? I've bought a gold plan off the exchange in California for Kaiser and it's $530/mo with no deductible. That's lower than I expected.

> $530/mo

Wow. Just wow. As an Australian, I cannot fathom having to include $530 into my monthly budget just to ensure I don't end up homeless (or heavily in debt) if I get really sick. I'm not a socialist (I'm quite a centrist when it comes to economic policies), but something about the US system absolutely must change.

Re: Working for someone vs. doing your own thing

#34
post #19

Earlier quoted context omitted.

That's a great point. I can only speak for myself here, but I can 100% confirm that having been raised in a loving, secure, and stable home has probably been the greatest contributing factor to my career success and having a major inclination in life towards optimism. The gratitude towards my parents alone has driven me to push myself harder in my career.

Maybe the best way to look at this kind of environment is that it's a different form of wealth. Correlated with money, in the sense that poverty brings stress and often many forms of brutality, but definitely not identical with it.

> Maybe the best way to look at this kind of environment is that it's a different form of wealth.

Absolutely love how that was phrased. I couldn't agree more.

Re: Working for someone vs. doing your own thing

#35
post #5

Probably the biggest hurdle is dealing with healthcare on your own, it's just prohibitively expensive to deal with alone in the US. Multiple incomes is where it's at, at least until one of the projects takes off to cover cost of living and healthcare nonsense.

Speaking from experience, this is true. You should be comfortable with going without insurance for a while if you're going to go out on your own. Or consider alternate programs (health ministry, direct primary care subscription, or use 2020's new ICHRA options to route employer pre-tax expense to employee premiums). Lack of health insurance is a large barrier to starting your own business.

Re: Working for someone vs. doing your own thing

#36
post #30
post #26

A day job doesn't have to be your side project's enemy. If you do web dev at work you get paid to do something that makes you efficient at web dev. Then you go home and work on your side project and you don't need to spend hours struggling with webpack or why str=((num || fallback) + '') works, so your side project is done more productively too.

I personally just get so drained after a day of work, on top of exercising, and some sort of recreational activity would be nice. The work isn't hard. It's the thinking that goes around the work that is the draining part. Especially if you want to keep a job. Others can perhaps compartmentalize a bit better than I can.

It depends on what you do at work a lot I think.

Working on greenfield projects is so much less mentally draining than working on some old thing with only 10% of its functionality encoded in tribal knowledge that interacts with like a 100 different services that you need to constantly be learning about.

Re: Working for someone vs. doing your own thing

#37
post #14
post #10

Earlier quoted context omitted.

Given the research on adverse childhood experiences, there's likely a subtler advantage too, for founders who were raised in more stable and secure environments. Growing up under greater pressure (violence, abuse, trauma) leaves you less resilient, more risk averse, more at risk. I'm not saying wealthy families don't have this, or that poor families can't be stable and secure. But on average it probably makes a diffe…

Incidentally, I just got back from the annual checkup with my 7yo, and the doctor mentioned that the strongest indicator of kids staying on a good path through adolescence is whether they regularly have dinner together as a family or not. That surprisingly exceeds any other socio-economic demographic indicator.

Damn this hits too close to home.

Re: Working for someone vs. doing your own thing

#38
post #4

There's a pretty high correlation between parental wealth and success as a startup founder. I assume it's because of the safety net. My friends who have been successful (and who had blue-collar upbringings like me, and all in mid-40's now) all worked full time jobs until their side projects were self-sustaining. None of them hit unicorn status, but I think all of them have lived healthy, fruitful lives. Also note by…

I wonder networking has to do with any of it. If you're poor you'd be very lucky to have connections that matter, whereas if you're born into a wealthy family there's likely to be somebody of value either of themselves or somebody they know and can introduce you to.

Re: Working for someone vs. doing your own thing

#39
post #2

I like Austin Kleon's insights here [1]: "A day job gives you money, a connection to the world, and a routine. Freedom from financial stress also means freedom in your art. As photographer Bill Cunningham says, 'If you don’t take money, they cant tell you what to do.' Because the real truth is, once you start making money doing what you love, it BECOMES A JOB. And with it comes all the hassle of a job." It's why I've…

"It becomes a job" doesn't really satisfy me as a description for what occurs when you strike out on your own. Running your own business is much more intense and engaging than having a job. Now, it's important that you see it as multiple jobs, and not just one job. Whatever your day job is you're going to have to wear multiple hats in a startup and it's going to challenge you in different ways than a corporate job wi…

...bookkeeping, reviewing contracts, managing insurance and licensing requirements, networking, the list goes on. You can farm this stuff out when you get big enough, but in the beginning you need to rapidly learn a lot of business skills that you may have only passively come into contact with prior. You will be better for it, even if you decide to go back to corporate at some point - you'll be relieved you don't have to do all the bootstrapping, but you'll appreciate what really goes into a business operation in a way you never did before.

Re: Working for someone vs. doing your own thing

#40
post #4

There's a pretty high correlation between parental wealth and success as a startup founder. I assume it's because of the safety net. My friends who have been successful (and who had blue-collar upbringings like me, and all in mid-40's now) all worked full time jobs until their side projects were self-sustaining. None of them hit unicorn status, but I think all of them have lived healthy, fruitful lives. Also note by…

> There's a pretty high correlation between parental wealth and success as a startup founder. I assume it's because of the safety net.

Could also be genetic. You'd have to design an experiment (or, more likely, find a natural experiment) that controls for genetics to know.

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