Earlier quoted context omitted.
It's not specifically about technical problems. He's saying that you need to just go all in on getting traction and not constantly be worrying about things that aren't going to matter if you never get it. It's the same thing as people who just opine about how they'll handle the big server bills, or how they'll scale to a billion users, or how they'll deal with regulations, when they haven't gotten their first user ye…
This advice kind of feels like "Don't pay your taxes. Just go all in on enjoying your life and not constantly be worrying about things that aren't going to matter if you die. Worry about it later if the IRS goes after you." You really should be preparing for the future and operating above board, even from day one.
And simultaneously, (2) if you can actually demonstrate such an interest (in particular: a profitable business that cannot exist when copyright law is fully enforced), the courts and publishers won't actually shut you down, but will settle for a cut of the new revenue you created.