That’d be my read too. You can definitely be “too clever.” Laws aren’t like computer code. They’re interpreted by humans. And, if you’re “too cute” and violate the spirit of the law, you can quickly find yourself on the wrong side.
I think you're making a mistake. The primary intention behind warrant canaries isn't to shield you from legal retaliation, but to make it very hard to /legally/ force you to lie directly or by omission.
IMO it's questionable if a court in the US couldn't force you to continue signing it once they have the appropriate gag order, not signing the canary would be communicating to others you have a warrant with gag order and therefore not signing it would constitute speech which you aren't allowed to disclose as per gag order.
