Earlier quoted context omitted.
> I've heard the following advice frequently amongst non-tech entrepreneurs: aim your first exit for a million, then 10 million, then aim for the home runs. This idea seems laughable to me. As if you can perfectly time and control those outcomes. Ha! :)
It is more to do with scale than the actual figures. In using sums like "million dollar", "10 million dollar" and then terms like "home run", "swing" etc. you're actually trying to define different scales of startup ideas that don't have a better terminology - but probably should. There is a completely different risk profile in small businesses, then paid apps, then freemium products, then ad supported products. They…
I would say there's some validity to the fact that each step can build on the previous. I almost laugh when I think about how little I knew back in 2004 about the mechanics, tactics and financing of startups. However, that knowledge wasn't the limiting factor. It was the idea.