Without commenting on the larger article (I feel like a decent fraction of the negative comments to this post are just regurgitating cached thoughts about start-ups), the thing that worries me about your above comment is that a lot of the things you listed are pretty implausible. This doesn't seem like the sort of list that would be generated if I was trying to generate the most plausible set of reasons something would fail. Instead, I would have listed:
I wasn't sure what he meant by premortem. I listed before the 3 plausible things that could go wrong, and he said that that wasn't a premortem, so I figured he was thinking more along the lines of "think of anything and everything that can go wrong".
To your points...
lack of buy-in to the website (just because the people you asked say they would be interested doesn't mean that people will actually use your website; the overall user experience is pretty crucial to determining that)
I'm highly confident that this will be something people want. I ...
My motivation behind this post stems from Aumann's agreement theorem. It seems that my opinions on startups differ from most of the rationality community, so I want to share my thoughts, and hear your thoughts, so we could reach a better conclusion.
I think that if you're smart and hard working, there's a pretty good chance that you achieve financial independence within a decade of the beginning of your journey to start a startup. And that's my conservative estimate.
"Achieve financial independence" only scratches the surface of the benefits of succeeding with a startup. If you're an altruist, you'll get to help a lot of other people too. And making millions of dollars will also allow you the leverage you need to make riskier investments with much higher expected values, allowing you to grow your money quickly so you could do more good.
A lot of this is predicated on my belief that you have a good chance at succeeding if you're smart and hardworking, so let me explain why I think this.
Along the lines of reductionism, "success with a startup" is an outcome (I guess we could define success as a $5-10M exit in under 10 years). And outcomes consist of their components. My argument consists of breaking the main outcome into it's components, and then arguing that the components are all likely enough for the main outcome to be likely.
I think that the 4 components are:
The Idea
Your idea has to be for a product or service (I'll just say product to keep things simple) that creates demand, and can be met profitably. In other words, make something people want (this article spells it out pretty well).
What could go wrong?