Yes, starting the companies were all exceedingly risky bets, but that can be said for any startup, almost by definition. Elon also always goes big. Tesla’s mission is to change the transportation sector. Not a small task, and thus, by definition, riskier than just being an EV company with a small niche. SpaceX wants to create a new civilization on another planet. Again, not a small task, so again, big vision, big risk.
But Elon is very, very thoughtful on how he executes. He actually has a very well thought out plan on how to get from A to B, unlike, say, Lucid or Rivian who don’t appear to know how to build a car profitably. He has been growing Tesla and SpaceX very fast, but he has made sure that he has done so without putting them on an undue risky path.
Tesla has had workforce reductions even while growing. Elon didn’t just keep raising money for SpaceX, even though he could have, without knowing how he was going to spend the money. There was a pause after he announced his ITS, the first iteration of Starship, because he didn’t know a) how he was going to build it and b) how to finance it. He took his time figuring that out, but once figured out, it was all hands on deck, and then he raised more money (for Starlink to fund Starship).
So the concept of Elon being “conservative” and de-risking means that he has good plans and backup plans for his company’s operations. And he quickly changes tactics as external conditions change to ensure the companies aren’t put at risk. Basically, he is a great businessman, great CEO, something that ironically, he consistently gets poor marks for. Which tells you all you need to know about how much the chattering classes know about running a company.