Entrepreneurship is like one of those carnival games where you throw darts or something. Middle class kids can afford one throw. Most miss. A few hit the target and get a small prize. A very few hit the center bullseye and get a bigger prize. Rags to riches! The American Dream lives on. Rich kids can afford many throws. If they want to, they can try over and over and over again until they hit something and feel good…
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Entrepreneurs who regret starting businesses
71–80 of 279 posts
Re: Entrepreneurs who regret starting businesses
#72I started, boostrapped and sold a SaaS business. By most standards, this was a resounding success. I won't have to work again ever if I don't want to. This being my first company, I was obsessed with it. Towards the end, I burnt myself out, I had neglected my wife and kids for years, and I was just so miserable. I used to love programming, but I could not concentrate anymore. I started developing resentment against t…
> a start up is a scam that only benefits the founders I've worked for a few start-ups now from early-stages to IPO and it definitely feels like this. Most opportunities for any amount of valuable equity is complete lies. I have been personally responsible for creating quite a few millionaires - without being one myself. > I started developing resentment against the entitlement of the software engineers I would hire…
Re: Entrepreneurs who regret starting businesses
#73Re: Entrepreneurs who regret starting businesses
#74Entrepreneurship is like one of those carnival games where you throw darts or something. Middle class kids can afford one throw. Most miss. A few hit the target and get a small prize. A very few hit the center bullseye and get a bigger prize. Rags to riches! The American Dream lives on. Rich kids can afford many throws. If they want to, they can try over and over and over again until they hit something and feel good…
Gotta disagree with this. As someone who grew up middle class, I was fortunate, in a lot of ways, to also learn to be prudent with money. I started bootstrapping microbusinesses with almost no monetary investment. This eventually allowed me to support myself (on a very low budget), and then, later, on a slightly larger budget. Eventually, one of these businesses became successful enough to support a family comfortably with an "upper" middle class income.
The mistake a lot of people make is that they need to spend significant time and/or money to start a business. You don't. You can work on low-risk businesses, building your skillset so that your odds of success improve over time. No need to aim for the "center" bullseye, either. This is a case where low ambition can be helpful. Instead of trying to grow a huge startup, I was ecstatic when I was able to afford rent in my cheap apartment (with a roommate.)
Of course, the situation may be different now for middle class kids. Maybe they don't have some of the same luxuries my family was able to give me: a couple of years of college paid for, attending a few business/marketing conferences as a teenager, examples to follow from my dad and brother. I suspect some of this is true; I sense a lot of pressure on young adults that I didn't feel when I was young. I also recognize that "middle class" in the states is definitely a case of "wealth" in comparison to other parts of the world.
Also, when I was young, and learning the ropes, I was young. I didn't have responsibilities; just being able to afford a crappy apartment and food was more than enough.
Re: Entrepreneurs who regret starting businesses
#75Earlier quoted context omitted.
A nice analogy but it doesn't work. There aren't that many entrepreneurs who failed multiple times before succeeding at a business. If you look at the big businesses that dominate the US tech economy, they're all first time founders (Amazon, Apple, Google, Microsoft etc). There are also very few entrepreneurs bootstrapping their own business. Even rich kids go to VC, they aren't usually risking their own funds. Final…
> There aren't that many entrepreneurs who failed multiple times before succeeding at a business. That seems counter-intuitive. You are looking at incredibly large corporations that came full form in a few decades only, and I'd wager their founder succeeding at the first try might be part of the whole miracle. Companies that mildly succeed could come from less miraculous founders who needed a few more tries. > Even r…
The Fannie Mae underwriting manual and software[1] they use makes no mention of company prestige, age, etc.
Simply, is there consistent pay stub history, do the bank accounts agree with the pay stub history, do the filed 1040s agree with job and bank account.
If you have a non-average mortgage broker that cares about the name, then you’re in an SVB-like situation and we’ve all seen how that played out.
1: https://singlefamily.fanniemae.com/applications-technology/d...
Re: Entrepreneurs who regret starting businesses
#76Entrepreneurship is like one of those carnival games where you throw darts or something. Middle class kids can afford one throw. Most miss. A few hit the target and get a small prize. A very few hit the center bullseye and get a bigger prize. Rags to riches! The American Dream lives on. Rich kids can afford many throws. If they want to, they can try over and over and over again until they hit something and feel good…
Starting young (at 20 years old or earlier) gives you over a decade to explore and discover your entrepreneurial path with low risk. Stop making excuse.
Re: Entrepreneurs who regret starting businesses
#77Earlier quoted context omitted.
As a Rutgers alumnus who was involved in the scene when college hackathons started really taking off (2009-2013, attended 40+ hackathons), I can say that this anecdote doesn't reflect my experience at all. Had you attended HackRU instead of HackPrinceton, I can guarantee you that the app ideas would be pretty much indistinguishable from those at other universities. As for thinking differently, I can't speak much to t…
It's my comment above yours. I went to RU as well so I know what that edu and campus experience is like. I grew up in central NJ so I am familiar with Princeton. I went to public school. I had friends who went to private schools (e.g., Hun). There IS a differnce, and it ain't just income. You're absolutely right. It's a small sample size. Nonetheless the contrast was stark and obvious. Network, environment and role m…
Re: Entrepreneurs who regret starting businesses
#78I am 100% certain that many entrepreneurs regret their choices. But kicking off this article highlighting a person whose stated alternative to entrepreneurship was "consistent 7-figures at a management consulting firm" is laughable, as though that's an option for most people.
I'm pretty sure that the probability of hitting 7-figures in a consulting firm is smaller than hitting that figure as a founder of a startup.
Re: Entrepreneurs who regret starting businesses
#79Earlier quoted context omitted.
Though I agree with the sentiment of your post... > You concede your marriage suffered and suggest the impact on your health was negative, but both of these things could have happened if you were just surviving in a low paid regular job. This isn't really a good way of thinking. Where will it end? You might as well do anything , since any negative outcome isn't necessarily inclusive of the thing you did.
I think it's more useful for second guessing your past choices. You're absolutely right that it's worth weighing the chances looking forwards because it can guide your future choices. But when looking back and thinking "if only I'd done this or that differently, everything would have gone well," that's torturing yourself with a imaginary timeline that never happened and for which there is a non-zero chance could have…
Re: Entrepreneurs who regret starting businesses
#80Entrepreneurship is like one of those carnival games where you throw darts or something. Middle class kids can afford one throw. Most miss. A few hit the target and get a small prize. A very few hit the center bullseye and get a bigger prize. Rags to riches! The American Dream lives on. Rich kids can afford many throws. If they want to, they can try over and over and over again until they hit something and feel good…
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