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I would ask him, if he is still using https://en.wikipedia.org/wiki/Adderall .

Do you have a source of him using Adderall?

Rumors, just rumors: https://twitter.com/swiftonsecurity/status/73836540146617958...

How to build reliable stuff on time?

But the answer might be shorter.

I have one.

He has always said the chances of SpaceX succeeding was very slim - but at what point(after any particular technical achievement) he realized the this might work out.

I'm fairly sure i've heard this answer and it would be after that falcon 1 launch that would have bankrupted the company if it blew up.

Wasn't Falcon 1 a test bed for Falcon 9? I remember one when Tom Mueller called Elon Musk to say the a full length Merlin burn was completed without melting the engine. That was a big milestone.

I am pretty sure there have multiple of this yahoo moments successively - that made him believe that SpaceX will be able to succeed.