It's easy to see how this is bad, and I bet dozens of designers are now creating alternatives for their dribble and Twitter appreciation, but the problem is probably what led to this, not this specifically. I can see it: a contractor started with a link that triggers a push notification, then someone requested another link, then another, then it grew from there, never having the ability to stop and rethink this from…
In this case, the citizens of Hawaii paid for the bad system design with 48 minutes of existential horror.
But these kinds of mistakes happens ALL THE TIME with "enterprise applications." Oracle has similar horrendous UX for their EBS (Enterprise Business Suite), so does SAP, Siemens, etc. People regularly make costly mistakes in shipping and receiving, purchasing and manufacturing because they have to deal with shitty confusing applications that look just like that screenshot.
Totally not surprising that the internal application for public emergencies has the same awfulness as PTO request.
I expect the same employee in Hawaii fumbled the UI on their "time off request" for psychiatric counseling too.