This post is basically excuse-making and whining. I understand that, but I hope that some of you can help give me some encouragement. I also believe that there are probably some others here with a similar conflict, so hopefully your contributions will help them too.
I want to start a successful startup, but I am very discouraged. I have tried things before, and it seems that no matter their utility or content, they always fly under the radar and experience minimal usage. Each individual thing I try has made less than $100, though they all had much more potential, in my opinion. I can just never get noticed.
I've written working or mostly-working versions of several of these projects, they aren't just pie-in-the-sky I-need-a-developer ideas.
There is a network of people that I thought would be willing to help me if I made something relevant, but it turns out I was mistaken -- most of these people have summarily ignored all the messages I've sent. They are not willing to help me, and none of them seem to remember the difficulty involved in bootstrapping.
I don't bother pitching things to those who could help anymore because I don't believe that realistically anyone will help. Even if there are well-intentioned investors and helpers out there, I just assume that there's no point in preparing a custom big long proposal for them because they are flooded with so many other candidates that I will be ignored. Sometimes I send short feelers to people involved in things like this to see if I can actually get through, but these messages are (so far) always ignored.
Since this is Hacker News, I'll mention YC specifically. I don't apply to YC because I can't fit into its model. I have a family to look after here (a wife and a new son). YC seems to be about shipping out unmarried young men to live in apartments with their co-founders on a shoestring. I can't do that.
I have a lot of plans, and a lot of things I want to do, but I can't ever seem to get the withal to do them. When I suck it up and launch something, the project dwindles because I don't have any money to get the kind of exposure or infrastructure or whatever component is missing. I'm not a great marketer or salesman, but I can't get great marketers or salesmen as one of the masses posting vague promises about equity, especially not in "bad" job markets.
I've listened to a couple episodes of the recent set of podcasts on traction. To me, the gist of each one has been "get lucky" (i.e. noticed by Google or Mozilla) or "get money" (i.e. get a big or famous investor).
Meanwhile, it's frustrating to read of successes others achieve. Not because I'm not happy for them, just because it seems like many, many others, even those with what I feel are far worse ideas or skills, are able to grasp whatever I'm missing here, and get money and be not poor.
So what should I do? I know there are a lot of investors and founders here. I feel like there are probably others like me. Can anyone offer advice besides general platitudes? I know that the line is "just keep trying", but I've kept trying for a long time and it doesn't seem to work out.
You seem to not be satisfied with working for a living. I can sympathize. That does not mean you need to totally reject working for a living: you can use it as a stepping stone to bigger and better things. A paycheck can support your wife and son while you do things on the nights and weekends.
Businesses do not magically spring up because of luck or money. They're built patiently by finding a customer, making something for the customer, and gradually improving it. If you've had a day job recently, you might have noticed something that is dissatisfying about that industry. Fix it. Sell it to one person. Repeat a lot, improving a bit at a time.
You don't have to vanish into the Batcave for 2 years and then emerge with a heartbreaking work of staggering genius only to find that no one actually wants to buy it. Make something small. Pitch it to folks who should want to buy it because it would solve problems for them. If they don't want to buy it, ask why they don't want to buy it. Iterate gradually.