He's been complaining a lot about Portugal on Twitter too.
It's really weird to vent on socials like this without specific asks. Makes him look whiny (ie https://x.com/eastdakota/status/1926750112757273065)
These countries all have the same problem: older generation has sufficient power to say "we don't need immigration or jobs or anything; we're fine" while Americans who visit say "wow this place is great; such good food for so cheap!" and young people are desperate to emigrate for jobs.
Seems like he was angry that he had to have his luggage checked on his private plane, like everyone else. (In Portuguese https://eco.sapo.pt/2025/05/26/ceo-da-cloudflare-tera-estado...)
If I was the Portuguese government, I'd use the media to explain it like that too.
I don't see anything about Portugal there, just hundreds of tweets sorted randomly.
X now shows logged out visitors a "greatest hits" timeline instead of a users actual timeline. You can use a proxy like xcancel to get around that without an account.