This is a pretty frustrating article bc the one in the Independent tells a rather different story— that outdoor dining permits are seasonal and that the spots can return in April. The problem seems to be why fine/press for removal so close to the spring return:

https://www.newhavenindependent.org/article/outdoor_cafes_get_late_winter_ultimatum

Seem to have started up again though not quite as long of bursts as last night.

I would work with Jenn again; very creative and was on top of the market for me.

And from experience if you apply to the wrong one they will immediately reject and tell you the one you should have applied to…