From my understanding of English law (but also IANAL and there’s multiple territories at play here);
Personally, I’d like to believe that you can’t be compelled to keep updating the canary. In the US there’s stronger laws around being coerced into speech, but generally in “common law” countries like e.g., the UK/US, Actus Reus (physical action) is an absolute requirement in criminality. You can’t be considered criminal in most situations by simply not doing something, even at extreme cases of e.g., watching someone dying in the street. There are exceptions where omissions come into play even there, but it’s limited to very specific “Duty of Care” scenarios that are outright exceptional from a legal POV.
If the laws were held up how they’re taught philosophically then, you couldn’t be held criminal through inaction unless there’s other laws at play which obligate you. So, for stuff like fraud, there could be crimes committed through omissions (e.g., failing money laundering checks). Or e.g., omitting to pay tax is a crime because there’s other laws that make it outright so, but since a Warrant Canary isn’t bound in legislation to begin with, I’d like to believe you can’t fail to omit updating it, but then maybe they’d abuse statements like “assisting suspected terrorism” to try bringing in other legal powers and pinning you down for anything that could stick.
Realistically I don’t think the government is entirely just regardless, I think Joplin legally is also French, where mainland Europe traditionally has different legal frameworks to e.g., UK/US and so confuses things even more.
Personally I’d encourage people to put faith in the maths behind encryption and explore enabling E2E rather than what the police and government may or may not do, because ultimately, the main issue with the law is the inconsistency in enforcing it, so while I’m here thinking “No, legally they shouldn’t be able to force you to update it”, I’m also thinking practically “The UK tried backdoor every iOs device in the world and the US already had the Snowden leaks”, ultimately, some departments are above the law as far as enforcement seems to go.
There’s a reason XKCD meme’d the five dollar wrench.