It doesn't really matter that the administration keeps losing in federal court, because the justice department doesn't really care and keeps doing the thing they were told to stop doing anyway, because there's nobody to enforce the ruling.

The executive branch is being actively purged of anyone and anything that is not aligned with and loyal to Trump and the vision of Project 2025, and the institutions that might be used to halt or reverse the damage are being specifically targeted and attacked.

Not only that, but all the other major industry players have already bent the knee and kissed the ring. You don't want to be the only one who doesn't, otherwise you will get singled out and targeted for extortion or worse. Several very powerful law firms were successfully targeted for political extortion by executive order. Major universities have conceded to demands. Conservative news media is in lock step with the administration and can push any narrative at any time. Threats might've already been made privately to begin antitrust enforcement, for some other form of targeted corporate punishment.

Moreover, it's obvious that one of the goals of this administration is to destroy consumer protections and employee protections, creating an environment where powerful corporations can do whatever they want in the name of profit. As the CEO of a large corporation, you might be actively under pressure to cooperate and collaborate. So there is a large downside to resistance, and a large upside to playing along.

Tim Cook will be remembered as one of dozens and dozens of cowards, but only in private whispers, because if they say it in public they will be blacklisted or worse.