alt Hacker Newshow ever did you reach that conclusion? For 1, his tweet literally says "That, of course, is DISGUSTING and even before yesterday’s fine we had multiple legal challenges pending against the underlying scheme." 2 is something that happens behind the doors, and it's rather uncharitable to just assume he skipped it.
That's fair, but he also didn't give any specifics. If Cloudflare is suing Italy there should be some documents we can read.